反応 #6282

反応方程式

1,2-di-propionylaminobenzene

4-bromo-1-chlorobutane

→

desired product

収率 12.6%

1,2-bis[N-(4-chlorobutyl)-N-propionylamino]benzene

収率 12.6%

溶媒

toluene

sodium hydroxide

反応条件

後処理

1. 1
   workup.ADDITIONwas added at room temperature
2. 2
   その他The organic layer was separated
3. 3
   洗浄washed with saturated aqueous sodium chloride
4. 4
   その他dried
5. 5
   workup.DISTILLATIONThe solvent was distilled off
6. 6
   その他the residue was purified by column chromatography (eluent: hexane/ethyl acetate =2 :1 to 1:1 to 1:2 to 1:4)

実験手順

To a suspension of 3.27 g (15 mmol) of 1,2-di-propionylaminobenzene, 4.32 ml (37.5 mmol) of 4-bromo-1-chlorobutane, and 0.96 g (3.0 mmol) of tetrabutylammonium bromide in 25 ml of toluene, 5.6 ml of 50% aqueous sodium hydroxide was added at room temperature, and the mixture was stirred for 16 hours. The organic layer was separated, washed with saturated aqueous sodium chloride, and dried. The solvent was distilled off and the residue was purified by column chromatography (eluent: hexane/ethyl acetate =2 :1 to 1:1 to 1:2 to 1:4) to give 0.76 g of the desired product (12.6% yield, white crystals).

出典