反应 #1687630

反应方程式

nicotinic acid

methyl glycinate hydrochloride

dicyclohexylcarbodiimide

p-toluenesulfonic acid

→

77

N-Methoxycarbonylmethyl-nicotinamide

溶剂

water

pyridine

反应条件

后处理

1. 1
   过滤Filtration and evaporation in vacuo
2. 2
   其他gave a heavy oil which
3. 3
   萃取After basification with ammonia the aqueous solution was extracted with 3×300 ml of dichloromethane
4. 4
   干燥The organic phase was dried over magnesium sulphate, and removal of the solvent in vacuo

实验过程

A mixture of 50.0 g (0.400 mol) of nicotinic acid, 50.0 g (0.400 mol) of methyl glycinate hydrochloride, 90 g (0.440 mol) of dicyclohexylcarbodiimide, and 2 g of p-toluenesulfonic acid in 500 ml of dry pyridine was stirred overnight at room temperature. Filtration and evaporation in vacuo gave a heavy oil which was dissolved in 500 ml of water. After basification with ammonia the aqueous solution was extracted with 3×300 ml of dichloromethane. The organic phase was dried over magnesium sulphate, and removal of the solvent in vacuo gave crude 77 as a heavy yellow oil. Yield: 63.0 g (0.320 mol, 81%).

来源