HRID1974174

反应详情

EQUATION

反应方程式

HRID 1974174 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
110 °C

PROCEDURE

实验过程

A mixture of 57.0 g (0.300 mole) of 5-bromo-2-furoic acid, 119.0 g (0.450 mole) of 9,12,15-octadecatrienol, and 84.0 g (0.750 mole) of potassium tert-butoxide in dry toluene is stirred with heating. The tert-butanol formed in the reaction is allowed to distill off and the mixture is refluxed at 110° C with stirring for 48 hours. The mixture is allowed to cool, then is acidified with acetic acid and diluted with ice-water. The toluene organic layer is separated, washed with water, then extracted three times with 5% sodium bicarbonate solution. The combined aqueous extracts are cooled and acidified with 10% HCl solution to give 5-(9,12,15-octadecatrien-1-yloxy)-2-furoic acid.

WORKUP

后处理

  1. temperaturewith heating
  2. distillationto distill off
  3. stirringwith stirring for 48 hours
  4. temperatureto cool
  5. additiondiluted with ice-water
  6. customThe toluene organic layer is separated
  7. washwashed with water
  8. extractionextracted three times with 5% sodium bicarbonate solution
  9. temperatureThe combined aqueous extracts are cooled