Methyl 2-(4-methallyloxyphenyl)-2-cyclopentyl-acetate → Methyl 2-(4-hydroxy-3-methallylphenyl)-2-cyclopentyl-acetate

Participants

Reaction Conditions

Reaction Steps

7.6 g (0.026 mol) of the compound from Example IV are dissolved in 50 ml of freshly distilled diethylaniline and the mixture is heated overnight at 200° C. (Claisen rearrangement). After cooling, the solvent is distilled off in vacuo, the residue is taken up in 200 ml of dichloromethane and the solution is washed twice with 40 ml of 2N hydrochloric acid in order to extract residues of diethylaniline. It is then washed until neutral, dried with sodium sulphate and concentrated to a small volume. Purification is carried out by column chromatography (silica gel 60, eluent: toluene/ethyl acetate=9:1).

Provenance & Evidence