Sodium Carbonate → HCID 66704854, compound

Participants

Reaction Steps

(3R,4R)-1-Benzyl-N-cyclopropyl-4-methyl-3-pyrrolidinecarboxamide (70.0 g) was dissolved in toluene (700 mL). While this solution was cooled on an ice bath, a borane-dimethyl sulfide complex (90%, 34.3 mL) was added dropwise. The mixture was then stirred for 15 min and was heat-refluxed. After the reaction mixture was cooled to room temperature, a 10% aqueous solution of Na2CO3 (400 mL) was added and the mixture was stirred at 100° C. for 2 hours. The mixture was cooled to room temperature and the toluene layer was separated. The toluene layer was then washed with water (2×250 mL), was dried over anhydrous sodium sulfate, and was concentrated under reduced pressure. The resulting residue was purified by distillation under reduced pressure to obtain (3S,4R)-1-benzyl-3-cyclopropylaminomethyl-4-methylpyrrolidine (62.1 g) as a colorless oil.

Provenance & Evidence