反応 #1973974

ord-845743c54460420f9cd9cd945c796a0d

反応方程式

CCOC(=O)CS
ethyl thioglycolate
O=Cc1ccc(Br)cc1F
4-bromo-2-fluorobenzaldehyde
CCN(CC)CC
triethylamine
CCOC(=O)c1cc2ccc(Br)cc2s1
title compound
収率 92.0%
CCOC(=O)c1cc2ccc(Br)cc2s1
ethyl 6-bromobenzo[b]thiophene-2-carboxylate
収率 92.0%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The mixture was partitioned between H2O (50 mL) and CH2Cl2 (2×50 mL)
  2. 2
    乾燥the combined organic layers were dried over Na2SO4
  3. 3
    ろ過The drying agent was filtered off
  4. 4
    その他the solvent was removed in vacuo

実験手順

A solution of ethyl thioglycolate (0.65 g, 5.42 mmol), 4-bromo-2-fluorobenzaldehyde (1.0 g, 4.93 mmol) and triethylamine (1.25 mL, 12.3 mmol) in DMSO (5 mL) was heated at 75° C. for 2 h. The mixture was partitioned between H2O (50 mL) and CH2Cl2 (2×50 mL), and the combined organic layers were dried over Na2SO4. The drying agent was filtered off, and the solvent was removed in vacuo to give the title compound as an oil (1.29 g, 92%).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08501238B2uspto-grants-2013_08