Реакция #1973974

ord-845743c54460420f9cd9cd945c796a0d

Уравнение реакции

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

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThe mixture was partitioned between H2O (50 mL) and CH2Cl2 (2×50 mL)
  2. 2
    Сушкаthe combined organic layers were dried over Na2SO4
  3. 3
    ФильтрацияThe drying agent was filtered off
  4. 4
    Другоеthe solvent was removed in vacuo

Методика

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%).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08501238B2uspto-grants-2013_08