Sodium Hydroxide → (+,-) 2-Phenyl-cyclopentanone oxime

Participants

Reaction Steps

Scheme IA, step A: 2-Phenyl-cyclopentanone (prepared according to R. Sudha et. al. J. Org. Chem., 61, 1877-1879, 1996) (1.0 g, 6.2 mmol) was dissolved in 20 mL of absolute ethanol. To this solution was added sodium hydroxide (0.5 g, 12.5 mmol) dissolved in 10 mL water followed by hydroxylamine hydrochloride (0.65 g, 9.36 mmol) and stirred overnight at room temperature. The reaction was diluted with water and the precipitate collected by filtration. The white solid was vacuum oven-dried at 35° C. for 30 minutes to give 0.75 g (69%) of the title compound. The NMR was consistent with the assigned structure.

Provenance & Evidence