반응 #64839

반응 방정식

4-methylsulphonyl-2-nitrobenzoyl chloride

triethylamine

5,5-dimethylcyclohexane-1,3-dione

Triethylamine

acetone cyanohydrin

→

2-(4-methylsulphonyl-2-nitrobenzoyl)-5,5-dimethylcyclohexane-1,3-dione

수율 48.8%

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   workup.STIRRINGthe reaction mixture stirred at ambient temperature for 18 hours
2. 2
   세척The reaction mixture was washed successively with 2N hydrochloric acid (2×50 ml) and water (2×50 ml)
3. 3
   건조dried over magnesium sulphate
4. 4
   기타evaporated under reduced pressure
5. 5
   기타to give a yellow glass which
6. 6
   기타was recrystallised from methanol (20 ml)

실험 절차

A solution of 4-methylsulphonyl-2-nitrobenzoyl chloride (9.62 g) in dry dichloromethane (50 ml) was added to a stirred solution of triethylamine (5.6 ml) and 5,5-dimethylcyclohexane-1,3-dione (5 g) in dry dichloromethane (70 ml) during 30 minutes and the reaction mixture stirred at ambient temperature for 4 hours. Triethylamine (15.3 ml) and acetone cyanohydrin (0.5 ml) were added successively and the reaction mixture stirred at ambient temperature for 18 hours. The reaction mixture was washed successively with 2N hydrochloric acid (2×50 ml) and water (2×50 ml), dried over magnesium sulphate and evaporated under reduced pressure to give a yellow glass which was recrystallised from methanol (20 ml) to give 2-(4-methylsulphonyl-2-nitrobenzoyl)-5,5-dimethylcyclohexane-1,3-dione (6.4 g), m.p. 156.5°-158° C., as a yellow crystalline solid.

출처