Water → 4-[(2-Oxocyclohexyl)methyl]benzonitrile

Participants

Reaction Steps

NaI (1 g) was added to a solution of 4-Bromomethyl benzonitrile (12.9 g, 0.066 mol) and 1-(pyrrolidino-1-cyclohexene (10 g, 0.066 mol) in EtOH (150 ml). After 1 night at RT, the reaction mixture was poured into water (500 ml) and extracted twice with EtOAc. The organic phase was washed twice with water, dried over magnesium sulfate and concentrated to yield 4-[(2-oxocyclohexyl)methyl]-benzonitrile (7.06 g) as a yellow oil. 1H NMR (CDCl3): 7.60 (2H, d), 7.30 (2H, d), 3.25 (1H, dd), 2.7-2.2 (4H, m), 2.2-1.2 (6H, m).

Provenance & Evidence