反応 #62817

反応方程式

Na2CO3

1-methylcyclohexyl 2-(p-aminophenyl)-propionate

potassium thiocyanate

Br2

→

1-methylcyclohexyl 2-amino-α-methylbenzothiazole-6-acetate

収率 73.1%

溶媒

acetic acid

water ethyl acetate

acetic acid

—

petroleum ether

反応条件

後処理

1. 1
   温度was cooled
2. 2
   ろ過filtered through celite
3. 3
   その他the organic layer was then separated
4. 4
   洗浄washed with water
5. 5
   乾燥dried over MgSO4
6. 6
   その他finally evaporated to dryness

実験手順

A stirred mixture of 20.9 g of 1-methylcyclohexyl 2-(p-aminophenyl)-propionate and 31.0 g of potassium thiocyanate in 150 ml of glacial acetic acid was heated in an oil bath at 50° C. and a solution of 25.6 g of Br2 in 15 ml of glacial acetic acid was added dropwise over 30 minutes. The mixture was stirred at 50° C. for an extra 30 minutes, then was cooled and poured into 1,000 ml of 3:2 water/ethyl acetate mixture. The resulting mixture was neutralized to pH 5-6 with solid Na2CO3 and filtered through celite, and the organic layer was then separated, washed with water, dried over MgSO4 and finally evaporated to dryness. Trituration of the residual oil with petroleum ether gave 18.62 g (73% yield) of 1-methylcyclohexyl 2-amino-α-methylbenzothiazole-6-acetate as creamy white crystals melting at 165°-167° C.

出典