Process for preparing Unsaturated Carboxylic Acids

申请号 US23623572 申请日 1972-03-20 公开(公告)号 US3862972A 公开(公告)日 1975-01-28
申请人 LEVER BROTHERS LTD; 发明人 HESLINGA LAMMERT; PABON HENDRIK JACOB JOHANNES; VAN DORP DAVID ADRIAAN;
摘要 Acids of the structure RCH2(C*CCH2)m(CH2)nCH CHCOOH where R is a monovalent aliphatic radical, m is 0 and n is 0, or m is 1 to 5 and n is 1 to 6, are prepared by condensation of a Grignard reagent RMgBr with an acid BrCH2(C*CCH2)m(CH2)nCH CHCOOH. The resulting enynoic acids are useful as intermediates, especially in the preparation of prostaglandin precursors, such as arachidonic acid.
权利要求
  • 2. A process according to claim 1, wherein the halogeno-enoic acid is one in which m and n are 0.
  • 3. A process according to claim 2, where R has a -CH2- group at the Alpha -position.
  • 4. A process according to claim 1, where R has an Alpha Beta -acetylenic bond.
  • 5. A process according to claim 2, where R has an Alpha Beta -acetylenic bond.
  • 6. A process according to claim 5, where R is a group R1(CH2C*C)p in which R1 is an n-alkyl group and p is from 1 to 5.
  • 7. A process according to claim 5, where R is a group R2(CH2C*C)g in which R2 is an alkoxy or 2-tetrahydropyranyloxy group and g is from 1 to 2.
  • 8. A process according to claim 5, where R is a trideca-1,4,7-triynyl group and the halogeno-enoic acid is 7-bromohept-2t-en-5-ynoic acid.
  • 9. A process according to claim 5, where R is a deca-1,4-diynyl group and the halogeno-enoic acid is 10-bromodec-2t-en-5,8-diynoic acid.
  • 10. Eicos-2t-en-5,8,11,14-tetraynoic acid.
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