反应 #59680

反应方程式

triethylamine

3-(4-morpholinyl)benzenamine

Intermediate 3

3-(4-morpholinyl)benzenamine

3-Iodo4-methylbenzoyl chloride

Intermediate 1

3-Iodo4-methylbenzoyl chloride

→

desired product

收率 67.5%

3-Iodo-4-methyl-N-[3-(4-morpholinyl)phenyl]benzamide

收率 67.5%

溶剂

dimethyl formamide

反应条件

后处理

1. 1
   其他The solvent was removed in vacuo
2. 2
   洗涤The organic layer was washed with water (2×100 ml), 2M sodium hydroxide solution (100 ml) and brine (100 ml)
3. 3
   干燥dried over magnesium sulfate
4. 4
   过滤filtered
5. 5
   其他solvent removed in vacuo
6. 6
   过滤collected by filtration

实验过程

3-Iodo4-methylbenzoyl chloride (Intermediate 1) (19.5 g, 69.6 mmol) was added portion-wise to a mixture of triethylamine (48 ml, 350 mmol) and 3-(4-morpholinyl)benzenamine (Intermediate 3) (12.6 g, 70.6 mmol) in dimethyl formamide (150 ml) and the mixture was heated at 80° C. for 16 hours. The solvent was removed in vacuo and the residue taken up in chloroform (200 ml). The organic layer was washed with water (2×100 ml), 2M sodium hydroxide solution (100 ml) and brine (100 ml), dried over magnesium sulfate, filtered and solvent removed in vacuo. The resulting yellow solid was titurated with diethyl ether and collected by filtration to yield the desired product as an off-white solid (20.0 g, 47.0 mmol). The product was used in subsequent reactions without further purification.

来源