Hydrochloric Acid → HCID 22408506, compound

Participants

Reaction Steps

A mixture of 5-methoxy-4,6-dimethyl-1-indanone (3.1 g, 16 mmol) and p-isopropylphenylhydrazine hydrochloride (3.05 g, 16 mmol), was heated to reflux in ethanol (20 cm3) containing concentrated hydrochloric acid (2 cm3). The reaction mixture was then heated at reflux for 4 hours and then allowed to cool to room temperature. The crystalline precipitate which formed, was filtered off, washed with 10% aqueous ethanol, and dried in a vacuum oven, to give the title compound as a pale green crystalline solid. Yield 3.04 g (62%). M.p. 130° C. (from ethanol). 1H NMR (CDCl3) δ: 1.33 (6H, d,), 2.34 (3H, s,), 2.35 (3H, s,), 3.02 (1H, septet,), 3.6 (1H, br,), 3.76 (2H, s,), 7.08 (1H, s,), 7.30 (1H, d,), 7.45 (1H, s,), 8.12 (1H, s,).

Provenance & Evidence