Реакция #727991

Уравнение реакции

HCl

Ethyl formate

(4-chlorophenyl)acetic acid ethyl ester

NaH

→

2-(4-chlorophenyl)-3-oxo-propanoic acid ethyl ester

Выход 87.0%

Растворители

diethyl ether

Условия реакции

Обработка

1. 1
   Температураcooled
2. 2
   Другоеthe organic layer was isolated
3. 3
   Другоеdried
4. 4
   Другоеthe solvent removed

Методика

Ethyl formate (7.46 g, 0.101 mol) was added dropwise to a stirred ice-cooled suspension of (4-chlorophenyl)acetic acid ethyl ester (20.0 g, 0.101 mol) and NaH (0.131 mol) in diethyl ether (100 mL). The mixture was then allowed to warm to room temperature overnight. The mixture neutralised (1 M HCl); the organic layer was isolated, dried, and the solvent removed to give 2-(4-chlorophenyl)-3-oxo-propanoic acid ethyl ester as a colourless solid (19.8 g, 87%). 1H NMR (CDCl3): δ 12.14 (d, J=12.8, 1H), 7.31-7.18 (m, 4H), 4.29 (q, J=7.2, 2H), 1.57 (br, 1H), 1.29 (t, J=7.2, 3H).

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