HRID1380116

反应详情

EQUATION

反应方程式

HRID 1380116 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

A stirred solution of 6-[2-(1H-imidazol-1-yl)-1-[[(4-methoxyphenyl)methoxy]methyl]ethoxy]hexanoic acid (Example 1; 10 g, 0.027M) and triethylamine (3.0 g, 0.030 mol) in dry dichloromethane (100 ml) at -50° C. was treated dropwise with ethyl chloroformate (3.2 g, 0.029 mol). The solution was allowed to warm up to 0° C. over 0.5 hours, cooled back to -78° C. and treated with gaseous ammonia. The solution was allowed to warm up to room temperature over 6 hours and washed with an aqueous saturated solution of sodium hydrogen carbonate and dried (Na2CO3). The solvent was evaporated off under reduced pressure to give a residue which was purified by column chromatography (silica gel, ethyl acetate to 10% methanol in ethyl acetate) to give 6-[2-(1H-imidazol-1-yl)-1-[[(4-methoxyphenyl)methoxy]methyl]-ethoxy]hexanamide as a pale yellow oil.

WORKUP

后处理

  1. temperaturecooled back to -78° C.
  2. temperatureto warm up to room temperature over 6 hours
  3. washwashed with an aqueous saturated solution of sodium hydrogen carbonate
  4. dry with materialdried (Na2CO3)
  5. customThe solvent was evaporated off under reduced pressure
  6. customto give a residue which
  7. customwas purified by column chromatography (silica gel, ethyl acetate to 10% methanol in ethyl acetate)