反応 #1447134

反応方程式

Diisopropylethylamine

4-bromobenzyl bromide

(R)-pyrrolidin-3-ol hydrochloride

→

title compound

収率 71.0%

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

収率 71.0%

溶媒

dimethylformamide

反応条件

後処理

1. 1
   その他The 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
   洗浄the 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
   抽出the mixture was extracted with ethyl acetate
6. 6
   乾燥The extract was dried over anhydrous sodium sulfate
7. 7
   ろ過was then filtered
8. 8
   濃縮The filtrate was concentrated under the reduced pressure

実験手順

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.

出典