반응 #943222

반응 방정식

Sodium hydride

tert-butyl 3-oxopiperazine-1-carboxylate

4-trifluoromethylbenzyl chloride

→

tert-butyl 3-oxo-4-(4-trifluoromethylbenzyl)piperazine-1-carboxylate

수율 91.6%

용매

DMF

DMF

반응 조건

후처리

1. 1
   온도while cooling in an ice-bath
2. 2
   온도while cooling in an ice-bath
3. 3
   workup.STIRRINGwhich was stirred at room temperature for 2 hours
4. 4
   추출extracted with ethyl acetate twice
5. 5
   세척The extract was washed with water twice
6. 6
   건조brine, and dried over sodium sulfate
7. 7
   여과After filtration
8. 8
   농축the filtrate was concentrated under reduced pressure
9. 9
   기타The residue was purified by silica gel column chromatography (methylene chloride)

실험 절차

Sodium hydride (840 mg, 24.5 mmol) was gradually added to a solution of tert-butyl 3-oxopiperazine-1-carboxylate (4.1 g, 20.4 mmol) in DMF (30 ml) while cooling in an ice-bath, and the mixture was stirred at room temperature for 30 minutes. A solution of 4-trifluoromethylbenzyl chloride (5 g, 20.9 mmol) in DMF (5 ml) was added dropwise to the mixture while cooling in an ice-bath, which was stirred at room temperature for 2 hours. The reaction mixture was poured into ice water, and extracted with ethyl acetate twice. The extract was washed with water twice and brine, and dried over sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (methylene chloride) to afford tert-butyl 3-oxo-4-(4-trifluoromethylbenzyl)piperazine-1-carboxylate (6.7 g, yield 91%) as a colorless crystalline powder.

출처