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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 15, 1985 - Issue 1
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Original Articles

A New Synthesis of 3-Fluoroveratrole and 2-Fluoro-3, 4-Dimethoxybenzaldehyde

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Pages 61-69 | Published online: 05 Dec 2006

References

  • David Ladd , L. and Weinstock , Joseph . 1981 . J. Org. Chem. , 46 : 203
  • Identified as the trimethoxy derivative (2a, mp: 91–92. 5°C, acetone) which was prepared by refluxing 2 with excess dimethyl sulfate and K2CO3 in acetone; 360 MHz lH NMR (CDCl3) showed three OCH3's at 3. 67, 3. 77 and 3. 92; CI mass spectrum m/e 263 (M+H). Anal. Calcd for Cl5Hl5FO3: C, 68.69; H, 5. 76. Found: C, 68. 65; H, 5. 77
  • Wakefield , B. J. 1974 . “The Chemistry of Organolithium Compounds” , 172 Oxford : Pergamon Press .
  • Ogino , T. and Mochizuki , K. 1979 . Chem. Lett. , 443
  • Godfrey , I. M. , Sargent , M. V. and Elix , J. A. 1974 . J. C. S. Perkin I , 1353
  • Suzuki , Y. and Takahashi , H. 1983 . Chem. Pharm. Bull. , 31 : 1751
  • GC/MS showed two components with m/e 353 [(M+H)+ corresponding to ll] and two components with m/e 492 (M+ corresponding to 12). GC/IR showed two components with aromatic aldehyde carbonyl absorption at 1706 cm−l corresponding to 11 and nine components lacking carbonyl absorptions and differing only in the 1142–1008 cm−1 region (aromatic C-F and ring substitutions) consistent with the isomers of 12
  • Ogata , Y. , Kowasaki , A. and Sugiura , F. 1968 . Tetrahedron , 24 : 5001
  • U. S. Patent, 4, 124, 643 . 1978 . (To UOP, Inc., Des Plains, Ill.)
  • Kirk , K. L. 1976 . J. Org. Chem. , 41 : 2373

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