反应 #640595

ord-3cbf28d41e1143919c8fbdf7395a26de

反应方程式

O=C(O)CN1C(=O)OC[C@@H]1c1ccccc1
(4(S)-phenyloxazolidin-2-on-3-yl)acetic acid
O=C(Cl)C(=O)Cl
oxalyl chloride
CN(C)C=O
dimethylformamide
O=C(Cl)CN1C(=O)OC[C@@H]1c1ccccc1
title compound
O=C(Cl)CN1C(=O)OC[C@@H]1c1ccccc1
(4(S)-phenyloxazolidin-2-on-3-yl)acetyl chloride

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他resulting in vigorous gas evolution
  2. 2
    浓缩the reaction mixture was concentrated under reduced pressure

实验过程

A solution of 1.0 equivalent of (4(S)-phenyloxazolidin-2-on-3-yl)acetic acid (Evans, U.S. Pat. No. 4,665,171) and 1.3 equivalent of oxalyl chloride in 200 mL dichloromethane was treated with a catalytic amount of anhydrous dimethylformamide (85 μL/milliequivalent of acetic acid derivative) resulting in vigorous gas evolution. After 45 minutes all gas evolution had ceased and the reaction mixture was concentrated under reduced pressure to provide the title compound as an off-white solid after drying for 2 h under vacuum.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08048874B2uspto-grants-2011_11