반응 #5440

반응 방정식

H2O

Potassium t-butoxide

2-bromo-5-methoxyphenyl-propionate

diethyl oxalate

ether

ether

→

desired product

수율 90.0%

2-Oxo-3-carboethoxy-4-(2-bromo-5-methoxyphenyl)butanoic acid, ethyl ester

수율 90.0%

반응 조건

후처리

1. 1
   기타the aqueous layer was separated
2. 2
   추출extracted with ether
3. 3
   건조The ether layer was dried (MgSO4)
4. 4
   기타the solvent was evaporated

실험 절차

Potassium t-butoxide (6.72 g) was suspended in 30 ml of anhydrous ether and cooled to 0° C. A solution of 14.35 g of ethyl 3-(2-bromo-5-methoxyphenyl-propionate and 10.95 g diethyl oxalate in 10 ml ether was added dropwise over 15 min. After 2 at 25° C., the reaction was poured into 100 ml H2O and the aqueous layer was separated, acidified to pH 1 and extracted with ether. The ether layer was dried (MgSO4) and the solvent was evaporated to yield 17.48 g of the desired product as a colorless oil (90%). NMR (CDCl3) δ1.20 (t, 3H), 1.35 (t, 3H), 3.32 (dd, 2H), 3.76 (s, 3H), 4.18 (q, 2H), 4.32 (q, 2H), 4.53 (t, 1H), 6.67 (dd, 1H), 6.80 (d, 1H), 7.40 (d, 1H).

출처