1-[3-(4-BROMOPHENYL)PYRROLIDIN-1-YL]ETHANONE synthesis

Yield:1467060-22-5 100%

Reaction Conditions:

Stage #1: 3-(4-bromophenyl)pyrrolidine hydrochloridewith triethylamine in tetrahydrofuran at 20; for 0.0833333 h;
Stage #2: acetyl chloride in tetrahydrofuran at 20; for 20 h;

Steps:

15.1 1-[3-(4-bromophenyl)pyrrolidin-1-yl]ethanone

Triethylamine (192 mg, 1.9 mmol) was added to a suspension of 3-(4-bromophenyl)pyrrolidine hydrochloride (200 mg, 0.76 mmol) in anhydrous THF (5 mL).
The mixture was stirred at room temperature for 5 minutes and then treated with acetyl chloride (66 mg, 0.84 mmol).
The reaction mixture was stirred for 20 hours at room temperature.
The reaction mixture was diluted with water and extracted with EtOAc (2*20 mL).
The combined organic layers were washed with brine, dried over Na₂SO₄ and concentrated in vacuo to give 1-[3-(4-bromophenyl)pyrrolidin-1-yl]ethanone (0.24 g, quantitative yield) as an oil which was used directly in the next step. MS (ES+) 267.9 (M+H)⁺.

References:

US2013/267493,2013,A1 Location in patent:Paragraph 0779