Tag: M.W=100-200

Synthetic Route of 85920-63-4, These common heterocyclic compound, 85920-63-4, name is 5-(1-Hydroxyethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Enaminone 15 (3.0 g, 15.7 mmol, 1.0 equiv.) and freshly ground acyl Meldrum’s acid (8.76 g, 47.1 mmol, 3.0 equiv.) were dissolved in toluene (157 mL) and the solution was heated to reflux for 45 min. Removal of the volatiles yielded a brown semisolid. The crude material was purified using acidified silica gel* and 7:1 hexanes: ethyl acetate as the eluent to afford 14 as a white solid (1.55?g, 6.73?mmol, 43%).

The synthetic route of 85920-63-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Eliasen, Anders M.; Chin, Matthew R.; Axelrod, Abram J.; Abagyan, Ruben; Siegel, Dionicio; Tetrahedron; vol. 74; 26; (2018); p. 3238 – 3245;,
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These common heterocyclic compound, 29006-01-7, name is Methyl 4-methoxybutanoate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 29006-01-7

Example 25 A solution of methyl 4-methoxybutanoate (1.0 g, 7.57 mmol) in THF (20 mL) was treated with a solution of LiOH (0.362 g, 15.13 mmol) in H2O (5 mL) and stirred at RT for 16 h. The mixture was concentrated to dryness, acidified with 2M HCl, diluted with H2O, extracted with EtOAc (2×) and the combined organics were washed with brine, dried over Na2SO4 and concentrated to dryness to afford 4-methoxybutanoic acid (860 mg, 96%) as a viscous oil. 1H NMR (400 MHz, DMSO-d6): delta 12.02 (s, 1H), 3.28 (t, J=6.4 Hz, 2H), 3.19 (s, 3H), 2.21 (t, J=7.4 Hz, 2H), 1.69 (m, 2H).

The synthetic route of Methyl 4-methoxybutanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Caldwell, Timothy Malcolm; Kaufman, Michael D.; Patt, William C.; Samarakoon, Thiwanka; Vogeti, Lakshminarayana; Yates, Karen M.; US2014/275080; (2014); A1;,
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Application of 143165-48-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 143165-48-4, name is Ethyl 2-(3-chloropropoxy)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

RF = 0.33 (cyclohexane/ethyl acetate 8:2). The 3-iodo-propoxy-acetic acid ethyl ester was prepared in analogy to Example 4 d) from 3-cloro-propoxy-acetic acid ethyl ester (Suomen Kemistilehti 17 B, 17 (1944), cf. CA 40, 6491 (1946)). Boiling point0.65: 85C.

The synthetic route of Ethyl 2-(3-chloropropoxy)acetate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoechst Aktiengesellschaft; US3984459; (1976); A;,
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Application of 87661-20-9,Some common heterocyclic compound, 87661-20-9, name is tert-Butyl cyclopropanecarboxylate, molecular formula is C8H14O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step 1: A solution of n-butyl lithium in hexane (1.4M, 95.7 mL, 0.13 mol) was added drop wise to a solution of freshly distilled diisopropylamine (18.75 mL, 0.12 mol) in dry THF (400 mL) at -60 C. under nitrogen atmosphere. The reaction mixture was slowly warmed to -20 C. and stirred for 30 min. The reaction mixture was re-cooled to -60 C. and cyclopropanecarboxylic acid tert-butyl ester (17.34 g, 0.12 mol) added drop wise over a period 30 min. Reaction mixture was slowly warmed to -20 C. and stirred for 30 min. To the re-cooled (-60 C.) reaction mixture was added drop wise 1,12-dibromododecane (40.0 g, 0.12 mol) in dry THF (40 mL) and DMPU (3.12 g, 0.02 mol). Then the temperature was allowed to reach room temperature and stirred at same temperature over a period of 16 h. The resulting reaction mixture was quenched with saturated NH4Cl (500 mL) at 0 C. and the reaction mixture was extracted with ethyl acetate (400 mL×3). The organic phases were combined, dried over anhydrous Na2SO4 and volatiles were evaporated under reduced pressure to yield a pale yellow liquid which was purified through silica gel (230-400) column (0.5% ethyl acetate in petroleum ether) to give product as pale yellow liquid 14.0 g (29%).1H NMR (300 MHz, DMSO-d6) delta (ppm): 1.55-1.61 (m, 2H), 1.08-1.12 (m, 2H), 1.35 (bs, 13H), 1.49 (bs, 16H), 1.64-1.89 (m, 2H), 3.42 (t, J=6.9 Hz, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl cyclopropanecarboxylate, its application will become more common.

Reference:
Patent; KAREUS THERAPEUTICS, SA; US2012/71528; (2012); A1;,
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Related Products of 2171-74-6, A common heterocyclic compound, 2171-74-6, name is Benzo[d][1,3]dioxol-2-one, molecular formula is C7H4O3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Molar ratio between the reagents PCC:ethanol = 1:6.In a two-neck flask 520 jil of ethanol, the basic catalyst (sodium methoxide, in a molar ratio of 1 to 30 with respect to the PCC, 0.003 g),and in the end the PCC (0.201g) are initially added.Subsequently, the flask is equipped with two condensers, rinsed and placed in inert nitrogen atmosphere (refrigerants closed at the ends by suitable caps) and heated, in an oil bath and under magnetic stirring, at the temperature of 60C for one hour.After the reaction, the mixture is rapidly cooled to room temperature and the whole is recovered and solubilized in 10 ml of HPLC acetone. 10 il of decane as an internal standard for the analysis are then added.Gas chromatographic analysis was performed with a Focus-GC instrument model of Thermo, equipped with a HP-5 capillary column anda FID detector.The desired product (DEC) is obtained with a gas chromatographic yield of 93% with a total conversion of the limiting reagent (PCC), without any substantial trace of undesired products, beside the catechol (co-product of the reaction).

The synthetic route of 2171-74-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMA MATER STUDIORUM – UNIVERSITA DI BOLOGNA; UNIVERSITA CA’ FOSCARI; TABANELLI, Tommaso; CAVANI, Fabrizio; SELVA, Maurizio; (37 pag.)WO2017/51363; (2017); A1;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 25415-67-2, name is Ethyl 4-methylpentanoate, A new synthetic method of this compound is introduced below., Application In Synthesis of Ethyl 4-methylpentanoate

REFERENCE EXAMPLE 11 Ethyl 2-(4-bromophenylacetyl)-4-methyl-3-oxopentanoate To a suspension of NaH (7.6 g, 158 mmol) in toluene (142 mL) at 0 C. was added dropwise a solution of ethyl isobutylylacetate (20 g, 126 mmol) in toluene (52 mL) and the resulting solution was stirred under an argon atmosphere for 30 min. Then, a solution of 4-bromophenylacetyl chloride (29.4 g, 126 mmol, prepared as described in reference example 1) in toluene (98 mL) was slowly added and the reaction mixture stirred at room temperature overnight. The resulting solution was poured into H2 O-EtOAc and extracted with H2 O (2*). The organic phase was washed with brine, the aqueous phase was acidified and extracted with EtOAc, and the combined organic phases were dried and concentrated. The residue was chromatographed on silica gel (hexane-EtOAc, 5%) to afford the title compound (29 g, 65%). 1 H-NMR-(CDCl3) delta (TMS): 1.16 (d, J=6.4 Hz, 6H), 1.31 (t, J=7.2 Hz, 3H), 3.09 (q, J=6.4 Hz, 1H), 3.87 (s, 2H), 4.26 (q, J=7.2 Hz, 2H), 7.12 (d, J=8 Hz, 2H), 7.41 (d, J=8 Hz, 2H), 17.49 (s, 1H).

The synthetic route of 25415-67-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; J. Uriach & Cia, S.A.; US5827863; (1998); A;,
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Reference of 57625-74-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 57625-74-8, name is Methyl 2-methyl-2-phenylpropanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Into a 250-ML THREE-NECKED FLASK there were placed 2.5 g of 2-PHENYL-2-METHYL propionic acid methyl ester and 2.4 g of zinc cyanide and 100 ml of tetrachloroethane. A strong flow of hydrogen chloride was introduced into the flask with intense stirring during 4 hours. The flask was cooled down with an ice bath and 4.8 g of finely divided aluminium chloride were added in one dose with continued intense stirring. The stirring continued for another thirty minutes and the flask was placed onto an oil bath where it was gradually heated up to the temperature of 70 C. Further on, the mixture was kept at the given temperature for three hours. After cooling with running water, the contents of the flask were poured onto crushed ICE/15M1 conc. HCI. The reaction mixture was left to stand overnight. Then it was transferred to the flask where it was REFLUXED for three hours and after cooling, it was divided in a separatory funnel. The organic layer was separated; the aqueous layer was extracted with 15 mi of TETRACHLOROETHANE. The combined organic extracts were washed with water, with 10% sodium carbonate and dried over sodium sulphate. The solvent was distilled off until 1/3 of the volume and the product was filtered through a short column of silica gel. 2. 1 G of the product were obtained having 92.6% GC purity.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 2-methyl-2-phenylpropanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ZENTIVA, A.S.; WO2004/43922; (2004); A1;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 39495-82-4, name is Ethyl 5-methylhex-5-enoate, A new synthetic method of this compound is introduced below., Quality Control of Ethyl 5-methylhex-5-enoate

A 100-mL RBF with magnetic stirrer,was flame-dried under vacuum and back-filled with a nitrogen atmosphere, then chargedwith Ethyl 5-methyl-5-hexenoate (1.5 g, 9.60 mmol) and dry DCM (30 mL). The solutionwas cooled to -78 C before the dropwise addition of diisobutylaluminium hydride (10.37mL, 1.01 M in hexanes). The mixture was stirred at this temperature for 1 h, then excessDIBAL-H was quenched by the addition of 1.0 M HCl (aq) (10 mL). Dichloromethane(30 mL) was added and the solution was warmed to 23 C and the biphasic mixture wasseparated. The Organic layer was washed with 1.0 M HCl (aq) (15 mL), the aqueouslayers were combined and extracted with DCM (2 x 15 mL). All organic layers were combined and pushed through a plug of Celite, washing with DCM (2 x 10 mL). TheDCM solution containing 5-methylhex-5-enal was transferred to a 250-mL RBF,equipped with a magnetic stirrer and dried with MgSO4 before the addition of N,Ndimethylhydrazine(1.15 g, 19.2 mmol). This mixture was stirred for 4 h at 23 C, filtered,concentrated in vacuo and purified by vacuum transfer distillation (0.5 torr) to yield 1.22g of the title compound as a colorless oil.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Mickelsen, Ky; Zabawa, Sean; Livinghouse, Tom; Synlett; vol. 29; 2; (2018); p. 181 – 184;,
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Synthetic Route of 1126-46-1, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1126-46-1, name is Methyl 4-chlorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 8 Cross Coupling with a Zincate as the Nucleophile A solution of EtMgBr (3 M in Et2O, 0.9 mL) is added to a solution of Et2Zn (3 M in toluene, 1 mL) at -78 C. After stirring for 15 min, the resulting cold solution of the zincate is added dropwise to a solution of methyl 4-chlorobenzoate (354 mg, 2.10 mmol) and Fe(acac)3 (36 mg, 0.1 mmol) in THF (6 mL) and NMP (0.5 mL) at 0 C. causing a spontaneous color change from yellow to brown-black. Standard extractive work up followed by flash chromatography affords 4-ethylbenzoic acid methyl ester (93%) the analytical and spectroscopic data of which are identical to those of a commercial sample.

The chemical industry reduces the impact on the environment during synthesis Methyl 4-chlorobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Furstner, Alois; Leitner, Andreas; Mendez, Maria; US2003/220498; (2003); A1;,
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Synthetic Route of 6065-54-9, These common heterocyclic compound, 6065-54-9, name is Dimethyl 2,2-dimethylmalonate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step 2: 2.63 g Mg in 75 ml anhydrous THF are preheated to 55C, treated with 20 mg iodine and 20 mg methyl iodide, 25.7 g of 5-bromo-7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran (see below) are added maintaining reflux of the reaction, and the reaction is heated to reflux for 3 h until most of the Mg disappeared. 20 g dimethyl dimethylmalonate are solved in 40 ml anhydrous THF, cooled to – 6OC, and the freshly prepared Grignard reagent is added drop wise over 1 h at this temperature. The reaction is allowed to warm to 5C and quenched with 250 ml saturated aqueous ammonium chloride solution. The reaction is extracted with ether twice, the combined organic layers are dried over MgSO4, and the solvent is removed under reduced pressure. The crude product may contain some unreacted dimethyl dimethylmalonate, which could largely be distilled off under vacuum. The crude product is used for the cyclisation reaction without further purification.;

Statistics shows that Dimethyl 2,2-dimethylmalonate is playing an increasingly important role. we look forward to future research findings about 6065-54-9.

Reference:
Patent; NYCOMED GMBH; SCHLEMMINGER, Imre; SCHMIDT, Beate; FLOCKERZI, Dieter; TENOR, Hermann; ZITT, Christof; HATZELMANN, Armin; MARX, Degenhard; BRAUN, Clemens; KUeLZER, Raimund; HEUSER, Anke; KLEY, Hans-Peter; STERK, Geert Jan; WO2010/55083; (2010); A1;,
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