Tetrahedron Letters p. 5441 - 5444 (2002)
Update date:2022-08-03
Topics:
Nguyen, Patrick
Douce, Laurent
Ziessel, Raymond
The preparation of mono-, di- and trisubstituted gallic derivatives is described using either 1-bromododecane or 12-bromo-1-dodecanol. After saponification of the methyl ester bearing the dodecanol groups, subsequent functionalization with methacryloyl chloride provides the hybrid methacrylate esters/anhydride species. Selective cleavage of the anhydride function gives rise to the corresponding acids, which have been further functionalized to the imine derivative 15 by condensation with 4-[imino-4-(toluyl)]phenol. This reaction is made possible using the acidic form of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (EDC·HCl) and dimethylaminopyridine (DMAP). Selective hydrolysis of the imine function with a HCl-treated silica provides the targeted aniline in excellent yield.
View MoreChongqing Shuangfeng Chemical Co.,Ltd
Contact:+86-23-49850156
Address:No.663,xuanhua Rd,yongchuan,chongqing,China
shanghai hekang chemical co.ltd
Contact:021-54173790
Address:328 WuHe Road, Building #A, 2nd Floor, Minhang, Shanghai 201109, China
Shandong Xinke Petrochemical Co., Ltd.
Contact:+86-546-7277016
Address:Gudao Industrial Park, Hekou District, Dongying, Shandong Province, China
Alpha(shijiazhuang) Chemical Co., Ltd
Contact:+86-311-85652680
Address:Shijiazhuang City ,Hebei Province China
Shanghai Yolne Chemical Co., Ltd
Contact:+86-21-62960152,61525205,61538832,61538837
Address:Floor 4,building 2, No. 3377, Kangxi Road, Pudong New District, Shanghai, China
Doi:10.1016/S0040-4039(02)01835-X
(2002)Doi:10.1016/S0040-4020(02)00538-0
(2002)Doi:10.1016/j.tetlet.2004.01.060
(2004)Doi:10.1016/S0006-2952(02)00952-8
(2002)Doi:10.1021/ja026442n
(2002)Doi:10.1016/j.tet.2003.09.037
(2003)