반응 #62817

반응 방정식

Na2CO3

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

potassium thiocyanate

Br2

→

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

수율 73.1%

용매

acetic acid

water ethyl acetate

acetic acid

—

petroleum ether

반응 조건

후처리

1. 1
   온도was cooled
2. 2
   여과filtered through celite
3. 3
   기타the organic layer was then separated
4. 4
   세척washed with water
5. 5
   건조dried over MgSO4
6. 6
   기타finally evaporated to dryness

실험 절차

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.

출처