تفاعل #1430

ord-42ed6fb7dd91419caecfec4b1a99a601

معادلة التفاعل

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

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05723602uspto-grants-1998_03