HRID1362450

反应详情

EQUATION

反应方程式

HRID 1362450 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
240 °C

PROCEDURE

实验过程

A 1:1 mixture of 5-bromo-3,6-dimethyl-1H-indole-2-carboxylic acid and 5-bromo-3,4-dimethyl-1H-indole-2-carboxylic acid (4.39 g, 16.4 mmol) in quinoline (10 mL) with copper powder (250 mg) was stirred at 240° C. for 3 h to give the corresponding mixture of the decarboxylated products. Upon cooling, ether (200 mL) was added and the mixture acidified with 5N HCl. The layers were separated, the organics were washed with brine, dried and evaporated. Chromatography (silica, 15% CH2Cl2 in hexane) and crystallization from a CH2Cl2/hexane mixture afforded the title compound (1.35 g 37%). 1H NMR (300 MHz, CDCl3) 7.74 (s, 1H), 7.21 (is, 1H), 6.90 (s, 1H), 2.48 (s, 3H), 2.27 (s, 3H).

WORKUP

后处理

  1. customto give
  2. additionthe corresponding mixture of the decarboxylated products
  3. temperatureUpon cooling
  4. customThe layers were separated
  5. washthe organics were washed with brine
  6. customdried
  7. customevaporated
  8. customChromatography (silica, 15% CH2Cl2 in hexane) and crystallization from a CH2Cl2/hexane mixture