Methylamine → HCID 16781587, compound

Participants

Reaction Steps

In THF (50 mL), was added 4-acetylbenzonitrile (5.0 g; 34 mmol), methylamine (20.5 mL; 2 M; 41 mmol) and titanium (IV) isopropoxide (5.6 mL; 18.9 mmol). The mixture was stirred overnight at RT. Sodium borohydride (5.5 g; 145 mmol) was added and the reaction was stirred at RT for 2 h. Ammonium hydroxide solution 25% (100 mL) was added and the reaction was stirred at RT for 1 h30. It was then filtered through a pad of celite which was washed 3 times with EtOAc. The filtrate was poured in a separatory funnel and the organic phase was washed with a saturated solution of NaHCO3 and brine, dried over MgSO4, filtered and concentrated under reduce pressure affording the title compound as a light yellow oil (5.4 g; 97%). It was used in the next step without further purification.

Provenance & Evidence