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ChemicalBook CAS DataBase List Phenyl-3-pyrrolidinyl-Methanone HCl
25503-87-1

Phenyl-3-pyrrolidinyl-Methanone HCl synthesis

1synthesis methods
-

Yield:25503-87-1 94%

Reaction Conditions:

Stage #1: 1,1-dimethylethyl 3-benzoyl-1-pyrrolidinecarboxylatewith trifluoroacetic acid in dichloromethane at 18 - 25; for 1 h;
Stage #2: with hydrogenchloride in methanol;diethyl ether at 18 - 25; for 1 h;

Steps:

3

To a solution of tert-butyl 3-benzoylpyrrolidine-l- carboxylate (0.600 g, 2.18 mmol) in DCM (40 inL) was added TFA (10 mL) and the mixture was stirred at room temperature for 1 hour. Concentration yielded a residue which was dissolved in MeOH (10 mL) and IM HCl in Et2O (100 mL) was added. The slurry was stirred for 1 hour at room temperature then concentrated to dryness to give phenyl (pyrrolidin-3-yl)methanone hydrochloride (0.435 g, 94%) as a tan solid: m/z (APCI pos) 176 (100%) [M+H] .

References:

WO2008/11130,2008,A2 Location in patent:Page/Page column 147; 149