Reaktion #1447134

Reaktionsgleichung

Diisopropylethylamine

4-bromobenzyl bromide

(R)-pyrrolidin-3-ol hydrochloride

→

title compound

Ausbeute 71.0%

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

Ausbeute 71.0%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe 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
   Waschenthe 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
   Extraktionthe mixture was extracted with ethyl acetate
6. 6
   TrocknenThe extract was dried over anhydrous sodium sulfate
7. 7
   Filtrationwas then filtered
8. 8
   EinengenThe filtrate was concentrated under the reduced pressure

Vorschrift

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.

Quelle