反应 #1430

ord-42ed6fb7dd91419caecfec4b1a99a601

反应方程式

O=C(O)[C@H](CCCCO)N1C(=O)c2ccccc2C1=O
(S)-2-phthalimido-6-hydroxyhexanoic acid
O=C([O-])[O-].[Cs+].[Cs+]
cesium carbonate
CI
methyl iodide
COC(=O)[C@H](CCCCO)N1C(=O)c2ccccc2C1=O
title product
收率 196.0%
COC(=O)[C@H](CCCCO)N1C(=O)c2ccccc2C1=O
(S)-2-Phthalimido-6-hydroxyhexanoic acid, methyl ester
收率 196.0%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    洗涤washed successively with water containing a small amount of sodium bisulfite, water, 50% saturated sodium bicarbonate, and brine
  2. 2
    干燥dried (sodium sulfate)
  3. 3
    过滤filtered

实验过程

A slurry of (S)-2-phthalimido-6-hydroxyhexanoic acid (3.752 g., 13.5 mmol.) and cesium carbonate (2.178 g., 6.7 mmol.) in dimethylformamide (44 ml.) was treated with methyl iodide (3.0 ml., 6.84 g., 48.2 mmol.). After stirring at room temperature for 2 hours, the mixture was diluted with ethyl acetate and washed successively with water containing a small amount of sodium bisulfite, water, 50% saturated sodium bicarbonate, and brine, then dried (sodium sulfate), filtered and stripped to give the title product as a colorless oil (3.825 g.). The oil was homogeneous by

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US05723602uspto-grants-1998_03