Reference of 59227-79-1, 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. 59227-79-1, name is Ethyl 4-(4-chlorophenoxy)butanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
Step 1 : To a solution of ethyl-4-(4-chlorophenoxy)butanoate (6.0 g, 24.721 mmol, 1 .0 equiv) in dry tetrahydrofuran (10 mL) was added lithium diisopropylamide solution (2.0 M in THF/heptane/ethylbenzene (18.5 mL, 4.944 mmol, 1 .5 equiv) slowly at -78 C. The reaction mixture was stirred for 2 h at -78 C. A solution of carbon tetrabromide (12.3 g, 37.083 mmol, 1 .5 equiv) in dry tetrahydrofuran (15 mL) was added at -78 C and the reaction was stirred for 10 min and was then allowed to stir at room temperature for 1 h. The mixture was then quenched with a saturated aqueous ammonium chloride solution (100 mL) and extracted with ethyl acetate (3 x 100 mL). The combined organic layer was dried over anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by flash column chromatography using a silica gel column and the product eluted at 2% ethyl acetate in hexane to yield ethyl-2-bromo-4-(4-chlorophenoxy)butanoate (0.6 g crude, 7.59 % yield) as a gum. NMR (400 MHz, CDCI3): delta ppm 1 .30 (t, J = 7.2 Hz, 3 H), 2.34 – 2.43 (m, 1 H), 2.52 – 2.61 (m, 1 H), 4.04 – 4.13 (m, 2 H), 4.22 – 4.28 (m, 2 H), 4.52 – 4.56 (m, 1 H), 6.81 (d, J = 8.8 Hz, 2 H), 7.23 (d, J = 8.8 Hz, 2 H).
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-(4-chlorophenoxy)butanoate, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CHEUNG, Mui; DEMARTINO, Michael P.; KALITA, Biswajit; KRISTAM, Rajendra; (128 pag.)WO2019/8507; (2019); A1;,
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