Journal of the Chemical Society. Perkin transactions I p. 132 - 141 (1981)
Update date:2022-08-05
Topics:
Baylis, Christopher J.
Odle, Stanley W.
Tyman, John H. P.
Two unsaturated compounds in the 'cardol' series, an important component phenol from Anacardium Occidentale, have been synthesised. 3,5-Dimethoxybenzaldehyde interacted with OH-protected 6-chlorohexan-1-ol in the presence of lithium to give, after acidic treatment, 1-(3,5-dimethoxyphenyl)heptane-1,7-diol which was hydrogenolysed selectively to 7-(3,5-dimethoxyphenyl)heptan-1-ol.Conversion into the bromide and alkylation of lithio-oct-1-yne gave 5-(pentadec-8-ynyl)resorcinol dimethyl ether which was selectively converted into the 8-(Z)-alkene.Dmethylation with lithium iodide gave 5-<(Z)-pentadec-8-enyl>resorcinol which was identical to 'cardol monoene'.Reaction of 7-(3,5-dimethoxyphenyl)heptyl bromide with lithium derivative of OH-protected propargyl alcohol, gave after acidic treatment 10-(3,5-dimethoxyphenyl)dec-2-yn-1-ol, the bromide of which with pent-1-ynylmagnesium bromide afforded 5-pentadec-8,11-diynylresorcinol dimethyl ether.Selective hydrogenation yielded 5-<(ZZ)-pentadeca-8,11-dienyl>resorcinol dimethyl ether identical with the dimethyl ether of 'cardol diene.'
View MoreContact:+86-0311-84455288-844
Address:Mayu Industrial Park, Jinzhou, Hebei, China.
Contact:+86-27-67841589
Address:Add: 999 Gaoxin Road, Donghu New Technology Development Zone, Wuhan City, Hubei, China
Beijing Mashi Fine Chemical Co.,Ltd.
Contact:+86-10-61271592
Address:Room 506, Section B, Kaichi Mansion, Industrial Development
FREEBARQUE DEVELOPMENT GROUP LIMITED
Contact:+86(0)10-5109 5335 or 5109 5345
Address:Room602,Block1-B,LINGDI OFFICE,NO.13 BEIYUAN ROAD
Changzhou Anyi Biochem Co., Ltd.(expird)
Contact:+86-519-88836158
Address:no,51 caoda
Doi:10.1021/jo01027a004
(1964)Doi:10.1134/S1070363210040262
(2010)Doi:10.1055/s-1984-30887
(1984)Doi:10.1139/v62-215
(1962)Doi:10.1007/s10593-015-1724-3
(2015)Doi:10.1021/ja0019171
(2000)
