Improved Synthesis of 2-(1-Adamantyl)-4-bromophenol and 2-(1-Adamantyl)-4-bromoanisole, Intermediates in Adapalene Synthesis

被引：0
|
作者：
V. A. Sokolenko*
N. M. Svirskaya
I. V. Peterson
A. I. Rubailo
机构：
[1] Siberian Branch of the Russian Academy of Sciences,Institute of Chemistry and Chemical Technology
[2] Siberian Federal University,undefined
来源：
Pharmaceutical Chemistry Journal | 2013年 / 47卷
关键词：
adapalene; 6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid; 2-(1-adamantyl)-4-bromophenol; 2-(1-adamantyl)-4-bromoanisole; 1-adamantanol; 1-bromoadamantane; synthesis; alkylation;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
A new simple and environmentally friendly synthetic method for 2-(1-adamantyl)-4-bromophenol that did not use catalysts and solvents was developed. A new simplified preparation method for 2-(1-adamantyl)-4-bromoanisole in one step instead of two was proposed. Both compounds are intermediates in the first and second synthetic steps to 6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid (adapalene).
引用
收藏
页码：217 / 218
页数：1
相关论文
共 50 条
  • [31] SYNTHESIS AND 2-D NMR CHARACTERIZATION OF NEW PRECURSORS OF ELECTRONICALLY CONDUCTING POLYMERIC FILMS - 1-[2-(1-ADAMANTYL)2-OXO-ETHOXY]-NAPHTHALENES AND 2-[2-(1-ADAMANTYL)2-OXO-ETHOXY]-NAPHTHALENES
    ELMOUSTAFID, T
    HEDAYATULLAH, M
    SEBA, HB
    PIGENET, C
    ANCIAN, B
    [J]. BULLETIN DES SOCIETES CHIMIQUES BELGES, 1990, 99 (05): : 335 - 338
  • [32] Synthesis of 5(6)-(1-adamantyl)benzimidazoles
    Zurabishvili, DS
    Lomidze, MO
    Samsoniya, SA
    [J]. KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1997, (12): : 1646 - 1649
  • [33] Synthesis of 3-(1-Adamantyl)-4-methoxyphenylboric Acid
    Tribulovich, V. G.
    Garabadzhiu, A. V.
    Kalvins, I.
    [J]. RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2010, 80 (04) : 868 - 869
  • [34] SYNTHESIS OF ADAMANTANE DERIVATIVES .25. SYNTHESIS AND REACTIONS OF 1-ADAMANTYL AND 2-ADAMANTYL ISOCYANIDES
    SASAKI, T
    EGUCHI, S
    KATADA, T
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (09): : 1239 - 1242
  • [35] Synthesis of 3-(1-adamantyl)-4-methoxyphenylboric acid
    V. G. Tribulovich
    A. V. Garabadzhiu
    I. Kalvins
    [J]. Russian Journal of General Chemistry, 2010, 80 : 868 - 869
  • [36] Improved synthesis of 1-adamantyl-phosphine and its use in the synthesis of cyclicphosphines containing 1-adamantyl group
    Ohashi, A
    Matsukawa, S
    Imamoto, T
    [J]. HETEROCYCLES, 2000, 52 (02) : 905 - 910
  • [37] SYNTHESIS AND SOME REACTIONS OF 1-ADAMANTYL TRIFLUOROMETHANESULFONATE
    TAKEUCHI, K
    MORIYAMA, T
    KINOSHITA, T
    TACHINO, H
    OKAMOTO, K
    [J]. CHEMISTRY LETTERS, 1980, (11) : 1395 - 1398
  • [38] Synthesis of 5(6)-(1-adamantyl)benzimidazoles
    Zurabishvili D.S.
    Lomidze M.O.
    Samsoniya Sh.A.
    [J]. Chemistry of Heterocyclic Compounds, 1997, 33 (12) : 1421 - 1424
  • [39] (1-Adamantyl)(4-aminophenyl)methanol
    Rouchal, Michal
    Necas, Marek
    Vicha, Robert
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : O1018 - U1978
  • [40] Preparation of 2-(1-adamantyl)-1H-benzimidazole and novel derivatives thereof
    Zurabishvili, Davit S.
    Bukia, Tinatin J.
    Lomidze, Medea O.
    Trapaidze, Marina V.
    Elizbarashvili, Elizbar N.
    Samsoniya, Shota A.
    Doroshenko, Tamara V.
    Kazmaier, Uli
    [J]. CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2015, 51 (02) : 139 - 145
12345