Thomas B. K. Lee - Whitehouse Station NJ George E. Lee - Somerville NJ Gregory M. Jobin - Bridgewater NJ
Assignee:
Hoechst-Roussel Pharmaceuticals Inc. - Somerville NJ
International Classification:
C07D31312
US Classification:
549354
Abstract:
A method for the preparation of 6,11-dihydro-11-oxodibenz[b,e]oxepin-acetic acids having pharmaceutical activity is disclosed. Compounds represented by the formula: ##STR1## wherein R is OH or Cl are provided as intermediates. An aldehyde of the formula: ##STR2## wherein R. sub. 1 is a lower alkyl, e. g. , 1 to 4 carbon atoms, is reacted with chloroform and aqueous base to form an. alpha. -hydroxy dicarboxylic acid. Alternatively, the aldehyde can be converted to the corresponding cyanohydrin, which is then converted to the corresponding. alpha. -hydroxy dicarboxylic acid. The. alpha. -hydroxy dicarboxylic acid can also be prepared from reaction of a halogenated toluate of the formula: ##STR3## wherein X is Cl or Br with mandelic acid or a derivative thereof of the formula: ##STR4## wherein R. sub. 3 and R. sub. 4 are independently selected from hydrogen and alkyl of 1 to 4 carbon atoms. The. alpha. -hydroxy dicarboxylic acid is cyclized and then converted to the oxepin acetic acid by reduction.
Process For The Preparation Of 2-Chloro-1,3-Dimethoxybenzene
Gregory M. Shutske - Nauheim, DE Thomas B. K. Lee - Whitehouse Station NJ Gregory M. Jobin - Bridgewater NJ
Assignee:
Hoechst-Roussel Pharmaceuticals Inc. - Somerville NJ
International Classification:
C07C 4122
US Classification:
568649
Abstract:
An improved process for the preparation of 2-chloro-1,3-dimethoxybenzene involving the reaction of [2,6-dimethoxyphenyl]lithium with chlorinating agents is disclosed. 2-Chloro-1,3-dimethoxybenzene is useful as a starting material for the synthesis of pharmacologically valuable 1,2-benzisoxazoloxyacetic acids.
Thomas B. K. Lee - White House Station NJ Gregory M. Jobin - Bridgewater NJ
Assignee:
Hoechst Roussel Pharmaceuticals, Inc. - Somerville NJ
International Classification:
C07C 4546
US Classification:
568322
Abstract:
A method of preparing substituted acylbenzenes is disclosed. The method comprises reacting selected acylhalides or equivalents with a selected poly-substituted benzene in the presence of an acylating catalyst comprising a clay.