Hydrochloric Acid → HCID 10977112, compound

Participants

Reaction Steps

Trans-3-methylflavanone (3.50 g.) was dissolved in acetic acid (120 ml) and concentrated hydrochloric acid (15 ml) and the solution added to amalgamated zinc prepared from zinc powder (25.0 g) and mercuric chloride (1.0 g). The mixture was stirred for 1 hr. at room temperature, then allowed to stand at room temperature for a further 16 hr. The zinc residue was filtered off, washing with acetic acid, and the filtrate and washings diluted with water and extracted with toluene. The extract was washed with saturated sodium bicarbonate solution, dried, and evaporated. The residue was recrystallised from methanol three times to yield the required trans-3-methylflavan (1.00 g., m.pt. 77°-78°). The configuration was confirmed by 1H n.m.r.

Provenance & Evidence