4-Bromo-7a-methyl-hexahydro-indene-1,5-dione → 4-Allyloxy-7a-methyl-hexahydro-indene-1,5-dione

Participants

Reaction Steps

To the stirred suspension of 4-bromo-7a-methyl-hexahydro-indene-1,5-dione 1 (prepared according to the procedure described in J. Org. Chem. 2001, 66, 626.) (2.44 g, 10 mmol), molecular sieves of 4 Å (2.5 g) and silica gel (2.5 g) in allyl alcohol (20 mL) was added Ag2O (2.55 g, 11 mmol) at room temperature. The reaction mixture was stirred at room temperature in the dark for 8 h. The reaction mixture was filtered through a mixture of Celite® and silica gel. The solvent was removed under reduced pressure to yield the title compound as a crude yellow oil.

Provenance & Evidence