반응 #160512

ord-865e985d28cb44e48a972d7c9f48d8fb

반응 방정식

COC(=O)/C(=C/c1cc(OCc2ccccc2)c(C)cc1Br)NC(=O)OCc1ccccc1
(Z)-3-(5-benzyloxy-2-bromo-4-methylphenyl)-2-benzyloxycarbonylaminoacrylic acid methyl ester
CC(=O)[O-].[Cs+]
cesium acetate
N
ammonia
COC(=O)c1cc2cc(OCc3ccccc3)c(C)cc2[nH]1
title compound
수율 63.1%
COC(=O)c1cc2cc(OCc3ccccc3)c(C)cc2[nH]1
5-Benzyloxy-6-methyl-1H-indole-2-carboxylic acid methyl ester
수율 63.1%

반응 조건

온도
90°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    여과the precipitated solid was collected by filtration
  2. 2
    세척washed with water
  3. 3
    기타dried under reduced pressure

실험 절차

To a solution of (Z)-3-(5-benzyloxy-2-bromo-4-methylphenyl)-2-benzyloxycarbonylaminoacrylic acid methyl ester (0.2 g) and copper (I) iodide (0.075 g) in dimethylsulfoxide (8 mL) was added cesium acetate (0.38 g) at room temperature and this mixture was stirred under argon atmosphere at 90° C. for 5 hours. To this reaction mixture was added aqueous ammonia solution (28%) and the precipitated solid was collected by filtration, and washed with water, dried under reduced pressure to give the title compound (0.073 g).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08829040B2uspto-grants-2014_09