6-m-Methoxyphenylhex-1-en-3-one → HCID 21485528, compound

Participants

Reaction Steps

Condense 2-propyl-1,3-cyclopentanedione (13.1 g) in 0.12% methanolic potassium hydroxide solution (90 cc) with 6-m-methoxyphenylhex-1-en-3-one (19.0 g), to obtain crude 2-propyl-2-(6-m-methoxyphenyl-3-oxohexyl)cyclopentane-1,3-dione (25.5 g). Submit this Michael condensation product (23.4 g) to double cyclodehydration; distil the product at 200°/10-4 mm. and crystallize the distillate from ethanol, to obtain the tetracyclic diene ketone, m.p. 82°-84°; ultraviolet absorption peak at 310 mμ (ε24,700).

Provenance & Evidence