Hydrochloric Acid → HCID 12257827, compound

Participants

Reaction Steps

A solution of 2.48 g. of 2-acetylcyclohexanone and 4.17 g. of 5-(1,2-dimethylheptyl)resorcinol in 100 ml. of acetic acid is cooled to 15° and saturated with hydrogen chloride gas. The reaction mixture is allowed to warm to 25° and stirred for 23 hours. The solvent is removed in vacuo, the residue is distilled twice and the fraction boiling at 170°-190° (0.02 mm.) is collected and chromatographed on silica gel with benzene as eluant. The nonpolar fractions are rechromatographed on a silver nitrate impregnated silica gel "dry-column" with 18:1:1 cyclohexaneacetic acid-ether to give a mixture which is separated by distillation to give the title compounds, b.p. 180° (0.005 mm.), tetrahydro xanthene; b.p. 190° (0.003 mm.), aromatic xanthene.

Provenance & Evidence