반응 #1430

ord-42ed6fb7dd91419caecfec4b1a99a601

반응 방정식

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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    세척washed successively with water containing a small amount of sodium bisulfite, water, 50% saturated sodium bicarbonate, and brine
  2. 2
    건조dried (sodium sulfate)
  3. 3
    여과filtered

실험 절차

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

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05723602uspto-grants-1998_03