Sodium Hydroxide → 4-(3-Pyridyl)cyclohex-3-en-1-one ethylene acetal

Participants

Reaction Conditions

Reaction Steps

Thionyl chloride (10 mL) was added to a solution of 4-hydroxy-4-(3-pyridyl)cyclohexanone ethylene acetal (6.53 g. 27.8 mmol) in pyridine (60 mL) at −10° C. After stirring 0° C. for 30 min, the reaction mixture was poured onto ice. The aqueous layer was adjusted to pH 8 with 2M NaOH aq., and extracted with CH2Cl2, After drying and concentration, the crude product was purified by column chromatography (Hexane/EtOAc=2/1) to yield 4-(3-pyridyl)cyclohex-3-en-1-one ethylene acetal (4.85 g, 62%) as colorless oil.

Provenance & Evidence