A FACILE, PRACTICAL SYNTHESIS OF 2-(6-METHOXY-2-NAPHTHYL)PROPENOIC ACID

被引:43
作者
HIYAMA, T
WAKASA, N
UEDA, T
KUSUMOTO, T
机构
关键词
D O I
10.1246/bcsj.63.640
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A facile and practical method for the synthesis of 2-(6-methoxy-2-naphthyl)propenoic acid, a precursor of anti-inflammatory agent naproxen, is described. The method involves (1) Pd-catalyzed ethynylation of 2-bromo-6-methoxynaphthalene, (2) regioselective addition of HX to the triple bond, and (3) Pd-catalyzed carbonylation of the resulting vinyl halide followed by (4) alkaline hydrolysis.
引用
收藏
页码:640 / 642
页数:3
相关论文
共 20 条
  • [1] ALVAREZ FS, 1976, Patent No. 3994968
  • [2] AMES DE, 1981, SYNTHESIS-STUTTGART, P364
  • [3] ANDRE JD, Patent No. 61191649
  • [4] ARAI K, Patent No. 57118554
  • [5] ARSENIJEVIC L, 1988, ORG SYNTH, V6, P34
  • [6] CAMPOLMI S, Patent No. 2919919
  • [7] GUPTA BP, 1962, AGRA U J RES SCI 2, V11, P165
  • [8] NONSTEROIDAL ANTIINFLAMMATORY AGENTS .1. 6-SUBSTITUTED 2-NAPHTHYLACETIC ACIDS
    HARRISON, IT
    LEWIS, B
    NELSON, P
    ROOKS, W
    ROSZKOWS.A
    TOMOLONI.A
    FRIED, JH
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1970, 13 (02) : 203 - &
  • [9] ASYMMETRIC-SYNTHESIS OF (S)-2-(6-METHOXY-2-NAPHTHYL)PROPANOIC ACID
    HIYAMA, T
    SAITO, K
    SATO, K
    WAKASA, N
    INOUE, M
    [J]. CHEMISTRY LETTERS, 1986, (09) : 1471 - 1472
  • [10] KUDO S, Patent No. 5507225