Hydrochloric Acid → HCID 13604819, compound

Participants

Reaction Steps

A solution of 25.2 g (0.1 mole) of diethyl 4-cyanobenzylphosphonate in 50 ml of dimethyl sulfoxide was added dropwise to a suspension of 3 g (0.1 mole) of sodium hydride (80% strength, freed beforehand from the 20% of paraffin using petroleum ether) in 100 ml of absolute dimethyl sulfoxide at from 25° to 40° C. The mixture was stirred for a further hour, after which a solution of 12 g (50 millimoles) of 2-formyl-5,6,7,8-tetrahydro-1-methoxy-3,5,5,8,8-pentamethylnaphthalene in 100 ml of dimethyl sulfoxide was added dropwise, and the mixture was stirred overnight at room temperature. Thereafter, the reaction mixture was poured onto 1.2 l of water and acidified with 2N hydrochloric acid, the resulting oily product was separated off and stirred with a little methanol, the crystals obtained were filtered off and the solid was washed on the filter with methanol and dried to give 13.8 g of the title compound of melting point 120° C.

Provenance & Evidence