59677-18-8

Upstream product

• 62417-05-4 (+/-)-9-acetoxy-3.7-dimethyl-1-(2.2.6-trimethyl-cyclohexen-(6)-yl)-nonatrien-(2ξ.5c.7c)-ol-(4) 
• 139697-15-7 Acetic acid (2Z,4Z,6E)-8-chloro-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6-trienyl ester 
• 3230-76-0 10,15-dihydroxy-9,13-dimethyl-7-(1,1,5-trimethyl-5-cyclohex-6-enyl)-8,11,13-nonatriene 
• 3230-76-0 (+/-)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2c,4c,7ξ-triene-1,6-diol 
• 7664-93-9 sulfuric acid 

Relevant academic research and scientific papers

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

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.