Tropic acid is a chemical with IUPAC name 3-hydroxy-2-phenylpropanoic acid and condensed structural formula HOCH2CHPhCOOH. It is a laboratory reagent used in the chemical synthesis of atropine and hyoscyamine. Tropic acid is a chiral substance, existing as either a racemic mixture or as a single enantiomer.

Synthesis

Tropic acid synthesis 1:[1] Tropic acid synthesis 2:[1]

Prepn:[2][3][4][5]

References

  1. ^ a b Gadzikowska, M; Grynkiewicz, G (2002). "Tropane alkaloids in pharmaceutical and phytochemical analysis". Acta Poloniae Pharmaceutica. 59 (2): 149–60. PMID 12365608.
  2. ^ Sletzinger, Paulsen, U.S. patent 2,390,278 (1945 to Merck & Co.).
  3. ^ Blicke, U.S. patent 2,716,650 (1955 to University of Michigan).
  4. ^ DE 923426, Blicke, Frederick Franklin, "Verfahren zur Herstellung von α-substituierten β-Oxypropionsäuren [Process for the preparation of α-substituted β-oxypropionic acids]", published 1955-02-14, assigned to Sterling Drug Inc. 
  5. ^ Blicke, F. F., Raffelson, H., Barna, B. (January 1952). "The Preparation of Tropic Acid". Journal of the American Chemical Society. 74 (1): 253–253. doi:10.1021/ja01121a504.