反応 #1430

ord-42ed6fb7dd91419caecfec4b1a99a601

反応方程式

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
収率 196.0%
COC(=O)[C@H](CCCCO)N1C(=O)c2ccccc2C1=O
(S)-2-Phthalimido-6-hydroxyhexanoic acid, methyl ester
収率 196.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

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

実験手順

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

出典

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