Sulfuric Acid → HCID 88304998, compound

Participants

Reaction Steps

3,7,11-Trimethyl-dodeca-1,4,6,10-tetraen-3-ol is prepared in accordance with German Pat. No. 1,115,238 from pseudoionone by reaction with sodium acetylide in liquid ammonia, followed by hydrogenation of the triple bond. The phosphonium bisulfate is prepared therefrom in the conventional manner, according to German Pat. No. 1,068,710, by reaction with triphenylphosphine and sulfuric acid. This phosphonium salt is reacted with β-formylcrotyl acetate, in accordance with German Pat. No. 1,068,710, to give 1-acetoxy-3,7,11,15-tetramethyl-hexadeca-2,4,6,8,10,14-hexaene. Crystalline 3,7,11,15-tetramethylhexadeca-2,4,6,8,10,14-hexaen-1-yl-triphenylphosphonium bisulfate is prepared from this ester, in accordance with German Pat. No. 1,068,709, by reaction with triphenylphosphine and sulfuric acid. Melting point 150° - 155° C.

Provenance & Evidence