p-Benzoilbenzoik Asitle Esterifiye Edilmiş Steroit Moleküllerinin Fotolitik Reaksiyon Ürünleri Üzerinde Çalışmalar

Year 1983, , 12 - 23, 01.06.1983

Ningur Noyanalpan Abidin Ayalp

https://doi.org/10.1501/Eczfak_0000000283

Abstract

Bu çalışmada da diosgenol ve pregnenolon molekülü üzerinde fotoliz ve oksijenasyon sonucu bir çifte ba ğ oluşması sağlanmıştır. Bu amaçla önce diosgenol ve pregnenolon, sodyum p-benzoilbenzoat ile esterleştirilmiştir. p-benzoilbenzoik asit, toluen ve benzoil klorürden hareketle önce Friedel-Crafts ve sonra oksidasyon işlemi uygulanarak
elde edilmiştir. Dah a sonra bu bileşiğin sodyum hidroksitle muamelesi sonucunda sodyum p-benzoilbenzoat elde edilmiştir. Hazırlanan esterler benzen içinde fotoliz edilmiş, daha sonra kurşun tetra asetat ile esterifikasyona sokulan fotoliz ürünleri son basamakt a hidroliz edilerek ester grubundan ayrılmıştır. Yapılan işlemler sonucu elde edilen dios-genol ve pregnenolon türevi bileşikler üzerinde çift bağ oluştuğu spektral analizlerle gösterilmiştir.

The Photolytic Reactions of Steroid Molecules Which Were Esterified by Using p-Benzoylbenzoic Acid

Abstract

In this research, we tried to introduce an olefinic bond into the steroid molecules such as diosgenol and pregnenolone, by using the photolytic processes. For this purpose, we prepared the steroidal ester. Th e substance we used for esterification was p-benzoylbenzoic acid which was prepared from toluen, reacted with benzoyl chloride
according to the Friedel-Crafts reaction, as a result p-methylbenzophenone
was obtained. This substance was oxidized and p-benzoylbenzoic acid was acquired, then the sodium salt of the p-benzoylbenzoic acid was prepared. Th e sodium salt of the p-benzoylbenzoic acid and the 3- -chlorinated diosgenol and pregnenolone were introduced
into the reaction as a result the steroidal esters were obtained. T he esters were photolyzed in benzen, reacted with lead tetra acetate and hydrolysed at the last step of the reaction sequences, then the last product was examined and the single double bond was
seen as a result of spectral determinations