Reacción #1447134

Ecuación de reacción

Diisopropylethylamine

4-bromobenzyl bromide

(R)-pyrrolidin-3-ol hydrochloride

→

title compound

Rendimiento 71.0%

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

Rendimiento 71.0%

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe 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
   Lavadothe 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
   Extracciónthe mixture was extracted with ethyl acetate
6. 6
   SecadoThe extract was dried over anhydrous sodium sulfate
7. 7
   Filtraciónwas then filtered
8. 8
   ConcentraciónThe filtrate was concentrated under the reduced pressure

Procedimiento

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.

Fuente