par Martin, Richard 
;Stoffyn‐Thomas, Anne
Référence Bulletin des Sociétés chimiques belges, 64, 7-8, page (352-366)
Publication Publié, 1955
;Stoffyn‐Thomas, AnneRéférence Bulletin des Sociétés chimiques belges, 64, 7-8, page (352-366)
Publication Publié, 1955
Article révisé par les pairs
| Résumé : | Attempts have been made to synthesise new œstrogenic derivatives closely related to stilbœstrol bearing a carboxyl group on the side chain. Demethylation of 3,4‐di‐p. methoxyphenyl‐3‐ene‐hexanoic acid by various reagents has failed to give the parent di‐p.hydroxy compound; we have been able to obtain a monomethyl ether of 3,4‐di‐p. hydroxyphenyl‐3‐ene‐hexanoic acid (m.p.: 165‐167°) but under more drastic conditions methyl‐ethyl‐stilbœstrol was produced by decarboxylation of the material. Other attempts have been made starting from the dibenzoate of methyl 3,4‐di‐p. hydroxyphenyl‐3‐ene‐hexanoate, in the hope that removal of the benzoyl groups would require less vigorous conditions. In this case a very small amount of crystalline material melting at 161‐163° was obtained, the structure of which has not been determined. 3,4‐Di‐p. methoxyphenyl‐3‐ene‐hexanoic acid had been described by Silverman and Bogert (m.p.: 145‐146°). We have obtained an isomeric form of this compound (m.p.: 109‐110°) in good yield. Copyright © 1955 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim |
