Water → HCID 68773571, compound

Participants

Reaction Steps

After argon bubbling, a mixture of benzene (70 ml) and water (0.15 ml) was treated with triphenylphosphine-cooper (I)-hydride hexamer (3.3 g, 1.68 mmol). The resulting mixture was stirred for five min., treated with a solution of (E)-1-(rel-(6S,7R)-7-methylspiro[4.5]dec-8-en-6-yl)but-2-en-1-one (2 g, 9.16 mmol) in benzene (10 ml) and stirred for 2 h at 20° C. The reaction mixture was then stirred for 30 min under air, filtered, and concentrated. FC (SiO2, hexane/MTBE 70:1) of the crude product (4.07 g) gave 1-(rel-(6S,7R)-7-methylspiro[4.5]dec-8-en-6-yl)butan-1-one (0.80 g, 40%). Boiling point: 100° C. (0.08 mbar).

Provenance & Evidence