Sodium borohydride → 2-(2,5-Difluorophenyl)pyrrolidine
Reaction equation
[BH4-].[Na+].[F:3][C:4]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][C:5]=1[C:11]1[CH2:12][CH2:13][CH2:14][N:15]=1>C(O)C>[F:3][C:4]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][C:5]=1[CH:11]1[CH2:12][CH2:13][CH2:14][NH:15]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
In step 6A-3, sodium borohydride (2.1 g, 55.2 mmol) was added at room temperature to a solution of 5-(2,5-difluorophenyl)-3,4-dihydro-2H-pyrrole (6-4) (5.0 g, 28 mmol) in anhydrous ethanol (150 mL). The reaction mixture was stirred over-night at room temperature. The ethanol was removed using a rotary evaporator and the resulting orange solid was reconstituted with ethyl acetate. The organic layer was washed with brine (3×150 mL), dried with sodium sulfate and the. ethyl acetate was removed to yield 2-(2,5-difluorophenyl)pyrrolidine (6-5) as a light yellow oil. m/z=184.2 [M+1].