反応 #59680

反応方程式

triethylamine

3-(4-morpholinyl)benzenamine

Intermediate 3

3-(4-morpholinyl)benzenamine

3-Iodo4-methylbenzoyl chloride

Intermediate 1

3-Iodo4-methylbenzoyl chloride

→

desired product

収率 67.5%

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

収率 67.5%

溶媒

dimethyl formamide

反応条件

後処理

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

実験手順

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.

出典