Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → (Z)-5,5-bis(3-methoxyphenyl)-2,4-pentadienoic acid ethyl ester

Participants

Reaction Steps

In the manner described in Example 99, 3,3-bis(3-methoxyphenyl)-2-propenal (24.8 g) was reacted with (carbethoxymethylene)triphenylphosphorane (33 g) in ethanol (100 ml) for 30 minutes at 50° C. The mixture of esters obtained from the usual work up was purified by HPLC (hexane-ether; 9:1) to give 2.3 g of the less polar (Z)-5,5-bis(3-methoxyphenyl)-2,4-pentadienoic acid ethyl ester as an oil, and 19.8 g of (E)-5,5-bis(3-methoxyphenyl)-2,4-pentadienoic acid ethyl ester.

Provenance & Evidence