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>CO.O>[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
NaBH4 (12 g, 314.9 mmol) was added to a solution of 5-(2,5-difluorophenyl)-3,4-dihydro-2H-pyrrole (28.5 g, 157.4 mmol) in a mixture of MeOH:H2O (4:1, 250 mL) and stirring was continued at 25-35° C. for 2 h. The reaction mixture was quenched with 1N aqueous HCl solution and basified with 2N aqueous NaOH solution, extracted with DCM, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford 23 g of the title compound. MS (ESI): m/z 184 (M+H).
Workup
- customThe reaction mixture was quenched with 1N aqueous HCl solution
- extractionextracted with DCM
- dry with materialdried over anhydrous sodium sulphate
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-a949c2660c104268b9ea8f14c6ca24fc
- Source dataset
- uspto-grants-2016_07
- Patent number
- US09394305B2
Reaction notes
Loading…