Sodium Hydroxide → (1R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one oxime

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Reaction Steps

Sodium hydroxide (15.03 g; 375.50 mmol) is added carefully to a solution, which is boiling under reflux, of (1R)(+)camphor (10.01 g; 65.86 mmol) and hydroxylamine hydrochloride (10.04 g; 144.46 mmol) in 150 ml of ethanol and 20 ml of water. After 7 hours, the reaction solution is cooled down, diluted with water and filtered. The filtrate is brought to a pH of 5-6 using acetic acid. After renewed filtration, the oxime 19 is obtained (3.81 g, 35% of theory) (m.p. 188°-20° C.).

Provenance & Evidence