139697-18-0Relevant articles and documents
PMR STUDY OF REACTION OF 10,15-DIHYDROXY-9,13-DIMETHYL-7-(1,1,5-TRIMETHYL-5-CYCLOHEX-6-ENYL)-8,11,13-NONATRIENE ACETATES WITH HYDROCHLORIC ACID
Filippova, T. M.,Mairanovskii, V. G.,Shmyrev, I. K.,Gutnikova, N. P.,Zakharova, N. I.,et al.
, p. 2165 - 2175 (2007/10/02)
Dehydration of acetylated 10,15-dihydroxy-9,13-dimethyl-7-(1,1,5-trimethyl-5-cyclohex-6-enyl)-8,11,13-nonatriene by hydrochloric acid gives as intermediate products a mixture of 8-chloro- and 14-chloroacetates whose proportion depends on the solvent used in the reaction.Dehydrochlorination turns 8-chlorine derivatives into 14-chlorine derivatives from which vitamin A acetate is then formed.The precursor of 13-Z-retinyl acetate seems to be 11-E,13-isomer of 8-chloroacetate.A general conversion scheme is proposed and the reaction rate constants are determined.