Author: Jessica.F

Synthetic Route of 150319-83-8, A common heterocyclic compound, 150319-83-8, name is Methyl 2-(3-aminophenyl)acetate hydrochloride, molecular formula is C9H12ClNO2, 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.

(1) (3R,5S)-1-(3-acetoxy-2,2-dimethylpropyl)-7-chloro-5-(2,3-dimethoxyphenyl)-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-acetic acid (1.0 g) obtained in Example 1-(1) was converted into acid chloride according to the method of Example 53, which was reacted with 3-aminophenylacetic acid methyl ester hydrochloride (0.43 g) to obtain 3-[[(3R,5S)-1-(3-acetoxy-2,2-dimethylpropyl)-7-chloro-5-(2,3-dimethoxyphenyl)-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepin-3-yl]acetyl]aminophenylacetic acid methyl ester (0.85 g) as a colorless amorphous powder. 1H-NMR (CDCl3) delta: 0.959 (3H, s), 1.024 (3H, s), 2.025 (3H, s), 2.812 (1H, dd, J=5.6, 14.1 Hz), 3.002 (1H, dd, J=7.2, 14.1 Hz), 3.538 (1H, d, J=14.2 Hz), 3.608 (2H, s), 3.620 (3H, s), 3.690 (3H, s), 3.732 (1H, d, J=11.2 Hz), 3.870 (1H, d, J=11.2 Hz), 3.894 (3H, s), 4.403 (1H, dd, J=5.8, 7.2 Hz), 4.564 (1H, d, J=14.2 Hz), 6.299 (1H, s), 6.645 (1H, d, J=2.0 Hz), 6.95-7.48 (9H, m), 7.847 (1H, br).

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:
Patent; Kori, Masakuni; Miki, Takashi; Nishimoto, Tomoyuki; Tozawa, Ryuichi; US2003/78251; (2003); 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. 20026-96-4, name is Ethyl 3-(4-chlorophenyl)propiolate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

General procedure: A 25 mL Schlenk tube equipped with a magnetic stirringbar was charged with I2 (12.7 mg, 0.05 mmol), substituted thiol1 (0.5 mmol) and alkyne 2 (0.75 mmol). The tube was evacuatedtwice and backfilled with nitrogen, and DTBP (2.5 mmol)was added into the tube under nitrogen atmosphere. The tubewas sealed with a balloon and the mixture was stirred undernitrogen atmosphere at 110 C for 18 h. Upon completion of thereaction, the resulting solution was cooled to r.t., and thesolvent was removed with the aid of a rotary evaporator. Theresidue was purified by column chromatography on silica gel(PE-EtOAc) to give 3.

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; Yan, Kelu; Yang, Daoshan; Zhang, Mengqi; Wei, Wei; Liu, Yao; Tian, Laijin; Wang, Hua; Synlett; vol. 26; 13; (2015); p. 1890 – 1894;,
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Synthetic Route of 894796-87-3,Some common heterocyclic compound, 894796-87-3, name is Methyl 4-amino-2-(trifluoromethyl)benzoate, molecular formula is C9H8F3NO2, 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.

To a solution of compound 3b (20.30 g, 92.63 mmol) in 200 mL of methanol at 0 C. was slowly added dropwise a solution of liquid bromine (15.54 g, 97.26 mmol) in 200 mL of methanol. The resulting reaction solution was stirred at 0C for 1 hour and concentrated under reduced pressure to give a residue. The residue was diluted with 200 mL of ethyl acetate and 200 mL of saturated sodium bicarbonate solution, and then extracted with ethyl acetate (100 mL x 3). The combined organic phases were dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to give Compound 3c (27.00 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 4-amino-2-(trifluoromethyl)benzoate, its application will become more common.

Reference:
Patent; Zhengda Tianqing Pharmaceutical Group Co., Ltd.; Nanjing Mingde Drug Discovery Co., Ltd.; Yao Yuanshan; Chen Bin; Chen Yuan; Li Ao; Xu Ran; Huang Zhensheng; Tian Dongdong; Li Hongwei; Yang Chengshuai; Li Jian; Chen Shuhui; (26 pag.)CN107987072; (2018); A;,
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Reference of 4911-54-0, 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. 4911-54-0, name is Ethyl 4-methylpent-4-enoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The reaction is carried out as described in Example 8 but using catalyst 4a (7.6 mg, 0.01%) in THF (5 ml) and KOMe (0.63 g, 9 mmol) in ethyl 4-methylpent-4-enoate 11 (12.9 g, 91 mmol) and THF (58 ml). Standard work-up gave a slightly yellow crude oil (5.6 g, 61%) which contained 4-methylpent-4-en-l-ol 12 of 100% purity according to GC. The analytical data of 4-methylpent-4-en-l-ol 12 were identical with the ones obtained from commercial samples of this compound.

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, Ethyl 4-methylpent-4-enoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GIVAUDAN SA; GEISSER, Roger Wilhelm; GOEKE, Andreas; SCHROEDER, Fridtjof; WO2013/171302; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 352-23-8, name is Ethyl 3,3,3-trifluoropropanoate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 352-23-8, Recommanded Product: Ethyl 3,3,3-trifluoropropanoate

To a stirred mixture solution of ethyl 3,3,3-trifluoropropanoate (10.0 g, 64.1 mmol) and Et3N (7.8 g, 76.9 mmol) in CHCl3 (100.0 mL) was added TMSOTf (17.4 g, 76.9 mmol) dropwise in an ice-water batch. After the addition, TiCl< SUB>4< /SUB> (9.61 mL, 1.0 M in DCM) was added. The resulting reaction mixture was allowed to warmed up to room temperature and stirred at 25< SUP>o< /SUP>C for 1 h. The reaction was re-cooled in an ice bath before it was quenched with water (100 mL). The organic layer was separated, dried over anhy. MgSO< SUB>4< /SUB>, filtered, and concentrated in vacuo to give a crude product of ethyl 3,3-difluoroacrylate as oil, which was used directly in the next step without further purification.

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, Ethyl 3,3,3-trifluoropropanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DEY, Fabian; HU, Yimin; LIU, Yongqiang; LIN, Xianfeng; SHEN, Hong; SHI, Houguang; TAN, Xuefei; VERCRUYSSE, Maarten; YAN, Shixiang; ZHOU, Chengang; ZHOU, Mingwei; (443 pag.)WO2018/178041; (2018); A1;,
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Reference of 59227-79-1,Some common heterocyclic compound, 59227-79-1, name is Ethyl 4-(4-chlorophenoxy)butanoate, molecular formula is C12H15ClO3, 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.

General procedure: Hydrazine hydrate (0.045 mol) was added to the solution of compounds 3a-l (0.03 mol) in ethanol (20 ml) and stirred the reaction mixture at room temperature for 5 h. Reaction completion was monitored by thin layer chromatography using hexane:ethylacetate (2:1) as the mobile phase and allowed to stand overnight. The white crystals 4a-l formed were filtered, washed and after drying recrystallized from ethanol. 4-(4-Chloro-phenoxy)-butyric acid hydrazide (4b) Yield 90%; mp 85-87 C; FT-IR (KBr, cm-1): 3315 (NH2), 3220 (NH), 1672 (C=O); 1H NMR (CDCl3): delta 2.26 (m, 2H, CH2), 2.75 (t, 2H, COCH2), 3.85 (d, 2H, NH2), 4.07 (t, 2H, OCH2), 6.88 (d, J = 8.80 Hz, 2H, Ar-H), 7.27 (d, J = 8.85 Hz, 2H, Ar-H), 8.40 (t, 1H, NH); LC-MS m/z 229 (M + 1). Anal. Calcd. for C10H13ClN2O2: C, 52.52; H, 5.73; N, 12.25. Found: C, 52.43; H, 5.75; N, 12.39%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 4-(4-chlorophenoxy)butanoate, its application will become more common.

Reference:
Article; Al-Ghorbani, Mohammed; Vigneshwaran; Ranganatha, V. Lakshmi; Prabhakar; Khanum, Shaukath Ara; Bioorganic Chemistry; vol. 60; (2015); p. 136 – 146;,
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Some common heterocyclic compound, 22286-82-4, name is Ethyl 2-phenylacrylate, molecular formula is C11H12O2, 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. Product Details of 22286-82-4

EXAMPLE 1 1-(2-Chlorophenyl)-4,5-dihydro-2[2-(imidazol-1-yl)-1-phenylethyl]imidazole A solution of ethyl 2-phenylprop-2-enoate (160 g, 0.45 mol), imidazole (36.7 g 0.54 mol) and tetramethylguanidine (2 g, 0.017 mol) in dry tetrahydrofuran (1 L) was heated at reflux temperature for 3 hours. The solvent was removed under reduced pressure and the residue was dissolved in dilute hydrochloric acid. The resulting aqueous solution was washed with ether, basified with dilute aqueous sodium hydroxide and extracted with chloroform. The organic phase was separated, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to yield ethyl 3-(imidazol-1-yl)-2-phenylpropanoate (90 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 22286-82-4, its application will become more common.

Reference:
Patent; G. D. Searle & Co.; US4661602; (1987); A;,
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Electric Literature of 1731-79-9,Some common heterocyclic compound, 1731-79-9, name is Dimethyl dodecanedioate, molecular formula is C14H26O4, 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.

General procedure: Into a reaction flask dicarboxylic acid dimethyl ester and fatty alcohol or cholesterol were added at the ratio of 1:2, respectively. After addition of the ionic liquid catalyst (2.5 mmol %) the resulting mixture was heated with stirring at 110 C for 16 h. At the end of this, the flask was cooled to room temperature and the resulting solid reaction mixture was crystallized from THF/MeOH to afford pure crystalline product.

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

Reference:
Article; Yildirim, Ayhan; Kiraylar, Kaan; Turkish Journal of Chemistry; vol. 43; 3; (2019); p. 802 – 808;,
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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. 123-95-5, name is Butyl stearate, This compound has unique chemical properties. The synthetic route is as follows., category: esters-buliding-blocks

An esterification reaction mixture (94 g), consisting of butanol (ca., 4.9% w/w), butyl stearate (95.1% w/w), residual stearic acid (trace), residual methanesulfonic acid catalyst (1383 ppm) and undesired butyl methanesulfonate (613 ppm) was treated with 45% aqueous KOH (229 mg, 1.84 mmol as compared to 1.74 mmol MSA originally charged to the reaction). The resulting mixture was heating at 50 C. for 40 minutes. Without wishing to be bound by any particular theory or explanation, it is believed that reaction of butyl stearate with KOH produced potassium stearate, which retains significant solubility in the butyl stearate medium. The formed potassium stearate then reacted with butyl methanesulfonate to produce potassium methanesulfonate and butyl stearate. After filtration of the by-product solid salts (0.6325 g), analysis of the mixture by gas chromatography revealed only 300 ppm unreacted butyl methanesulfonate, a 51% reduction. Repetition of the above KOH treatment at a higher temperature (175 C./60 min.) revealed complete reaction of the butyl methanesulfonate. Similarly, treatment with NaOH was found equally effective as treatment with KOH. Treatment with Ca(OH)2 proved ineffective, presumably due to formation of poorly soluble calcium salts. Treatment with acidic tin(II) or zirconium (IV) salts resulted in formation of additional butyl methanesulfonate.

According to the analysis of related databases, 123-95-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Smith, Gary; Cordova, Robert; Chen, Johnson C.H.; Chen, Mabel; US2006/30725; (2006); A1;,
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Related Products of 32864-38-3,Some common heterocyclic compound, 32864-38-3, name is tert-Butyl ethyl malonate, molecular formula is C9H16O4, 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.

To a stirred solution of S3 (1.88 g, 10 mmol) in 30 mL of MeCN at 0 °C was added p-ABSA (3.6 g, 15 mmol) andEt3N (4.2 mL, 30 mmmol). After stirring the reaction mixture at 0 °C 1 h, the mixture was warmed up to rt andstirred for 13 h. The mixture was filtered through a pad of Celite and the filtrate was concentrated in vacuo. Thecrude product was purified by silica gel column chromatography (nhexane/AcOEt = 15/1) to give the titlecompound (1.93 g, 90percent) as a pale yellow oil.

The synthetic route of 32864-38-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; March, Taryn; Murata, Akihiro; Kobayashi, Yusuke; Takemoto, Yoshiji; Synlett; vol. 28; 11; (2017); p. 1295 – 1299;,
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