Title:
PRODUCTION OF N-ACETYLCYCLOHEXYLGLYCINE COMPOUND
Document Type and Number:
Japanese Patent JP3654050
Kind Code:
B2
Abstract:
PROBLEM TO BE SOLVED: To obtain an N-acetylcyclohexylglycine compound useful as a synthetic intermediate for an oxazole-type heterocyclic aromatic compound having antipyretic action, etc., in high selectivity and yield by hydrogenating the nucleus of a specific N-acetylphenylglycine.
SOLUTION: The objective compound of formula II useful as an important synthetic intermediate for an oxazole-type heterocyclic aromatic compound having antipyretic actions, etc., especially selective inhibitory action on cyclooxygenase-2 is produced by the nucleus-hydrogenation of an N- acetylphenylglycine of formula I (R1 is H or an amino-protecting group; and R2 is H or a carboxyl-protecting group) in the presence of a nickel catalyst. The nickel catalyst is preferably Raney nickel and the amount of the Raney nickel is preferably 0.0001-0.3 pt.wt. based on 1 pt. wt. of the N- acetylphenylglycine. Water containing preferably ≥1 equivalent of a base is used as a reaction solvent. The reaction is preferably carried out at 100-210°C under a hydrogen pressure of 10-200 kg/cm2.
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Inventors:
Shuji Ichikawa
Watanabe Michi
Hiroshi Iwane
Watanabe Michi
Hiroshi Iwane
Application Number:
JP14941699A
Publication Date:
June 02, 2005
Filing Date:
May 28, 1999
Export Citation:
Assignee:
Mitsubishi Chemical Corporation
International Classes:
B01J25/02; C07B61/00; C07C231/12; C07C233/47; (IPC1-7): C07C231/12; B01J25/02; C07C233/47
Domestic Patent References:
| JP10298144A | ||||
| JP10259149A | ||||
| JP64070446A | ||||
| JP51040074B1 | ||||
| JP123631C2 | ||||
| JP10045692A | ||||
| JP49026261A | ||||
| JP49011853A | ||||
| JP64083056A | ||||
| JP2000178239A |
Attorney, Agent or Firm:
Hasegawa Soji