반응 #1447134

반응 방정식

Diisopropylethylamine

4-bromobenzyl bromide

(R)-pyrrolidin-3-ol hydrochloride

→

title compound

수율 71.0%

(R)-1-(4-Bromobenzyl)pyrrolidin-3-ol

수율 71.0%

용매

dimethylformamide

반응 조건

후처리

1. 1
   기타The solvent was removed by distillation under the reduced pressure
2. 2
   workup.ADDITIONWater and 1 N hydrochloric acid were then added to the residue
3. 3
   세척the mixture was washed with ethyl acetate
4. 4
   workup.ADDITIONA 5 N aqueous sodium hydroxide solution and an aqueous sodium hydrogencarbonate solution were added
5. 5
   추출the mixture was extracted with ethyl acetate
6. 6
   건조The extract was dried over anhydrous sodium sulfate
7. 7
   여과was then filtered
8. 8
   농축The filtrate was concentrated under the reduced pressure

실험 절차

Diisopropylethylamine (1.57 ml, 9.00 mmol) was added to a solution (15 ml) of 1.50 g (6.00 mmol) of 4-bromobenzyl bromide and 1.11 g (9.00 mmol) of (R)-pyrrolidin-3-ol hydrochloride in dimethylformamide and the mixture was stirred at room temperature for one hr. The solvent was removed by distillation under the reduced pressure. Water and 1 N hydrochloric acid were then added to the residue, and the mixture was washed with ethyl acetate. A 5 N aqueous sodium hydroxide solution and an aqueous sodium hydrogencarbonate solution were added thereto, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate and was then filtered. The filtrate was concentrated under the reduced pressure to give 1.09 g (yield 71%) of the title compound.

출처