Benzene → HCID 86737365, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of methyl (1RS,4SR,5RS)-4-(5-acetoxy-4,8-dimethyl-8-nonenyl)-4-methyl-3,8-dioxabicyclo [3.2.1] octane-1-acetate (93 mg, 0.24 mM), benzene (6 ml) and p-toluenesulfonic acid monohydrate (1 crystal) is heated to 80° C. for sixteen hours under nitrogen. The resulting mixture is cooled to room temperature and treated with ether (100 ml). The organic phase is washed with 5% sodium bicarbonate solution (5 ml) and dried (sodium sulfate). The solvent is removed in vacuo to give methyl (1RS,4SR,5RS)-4-(5-acetoxy-4,8-dimethyl-7-nonenyl)-4-methyl-3,8-dioxabicyclo [3.2.1] octane-1-acetate (72 mg, 90%) as a colorless oil. This material is homogeneous by thin layer chromatography and is used directely in the next step.

Provenance & Evidence