Water → 1-(Hydroxymethyl)-6-iodo-5H-dibenzo[a,d]cyclohepten-5-ol

Participants

Reaction Steps

50 mg of the mixture of methyl 6-iodo-5-oxo-5H-dibenzo[a,d]cycloheptene-1-carboxylate and its 4-iodo form prepared in Example 6-d was dissolved in 5 ml of dry tetrahydrofuran, and 0.75 ml of a 1M solution of diisobutyl aluminium hydride in toluene was added at room temperature. To the reaction mixture was added with small amounts of water and ethyl acetate, followed by stirring at room temperature for 30 minutes. Then, the reaction mixture was filtered through Celite, washed with ethyl acetate, and the solvent was removed, to give 40 mg of a mixture of the title compound with its 4-iodo form as a colorless powder.

Provenance & Evidence