Sodium Sulfite → HCID 59456523, compound

Participants

Reaction Conditions

Reaction Steps

(Z,3aR,4S,7aS)-1-ethylidene-octahydro-7a-methyl-1H-indene-4-ol (Compound 6: 663.1 mg, 3.18 mmol) synthesized in accordance with the method described in J. Org. Chem. 2001, 66, 626-628 was dissolved in ethyl acetate (3.1 ml), and the solution was cooled to 4.4° C. Meta-chloroperbenzoic acid (913 mg, 3.44 mmol) was added to the reaction solution over 9 minutes. After stirring the reaction solution at 2° C. for 1 hour, aqueous sodium hydrogen carbonate solution (2 ml) and aqueous sodium sulfite solution (1 ml) were added thereto, and the mixed solution was stirred and separated. The obtained organic layer was washed with aqueous sodium hydrogen carbonate solution (2 ml) and dried over magnesium sulfate, and then the solvent was evaporated under reduced pressure. To the obtained reaction mixture, seed crystals were added, and heptane (1.8 ml) was added thereto, followed by collecting the precipitated crystals by filtration to obtain (1R,3aR,4S,7aS,3′S)-3′,7a-dimethyl-4-hydroxyoctahydrospiro(indene-1,2′-oxirane) (382.8 mg, 61%).

Provenance & Evidence