HCID 18617418, compound → HCID 12052630, compound

Participants

Reaction Steps

3-Methoxy-4-[(1-pyrrolidinyl)methyl]benzamide (11.2 g, 47.8 mmol) was combined with lithium aluminum hydride (3.8 g 100 mmol, 2.10 eq.) in dry THF (320 mL). The reaction was heated at reflux until all of the starting amide had been consumed by tlc (9:1 CHCl3:MeOH, 1% TEA). The reaction mixture was allowed to cool to room temperature then water (5 mL) slowly was added. After 15 min, aqueous sodium hydroxide (5 mL of 15% w/v) was added followed by more water (15 mL). After 10 min, the reaction mixture was filtered through a pad of diatomaceous earth. The solvent was removed under reduced pressure to give the amine as an amber oil (7.95 g, 76%).

Provenance & Evidence