Title:
【発明の名称】2-クマロンおよび置換された2-クマロン類の製造方法
Document Type and Number:
Japanese Patent JP2003535855
Kind Code:
A
Abstract:
Preparation of (substituted) 2-coumarone (I) comprises reacting cyclohexanone (II) with carboxyl-containing acylating agent (III) to methyl 2-(2-oxo-cyclohexyl)-2-hydroxy-acetate (IV) and optional dehydration to a mixture (V) of methyl 2-oxo-cyclohexylidene-acetate and the enol-lactone of the acid; or direct conversion of (I) to (V); and catalytic gas phase dehydrogenation of (IV) or (V) to (I). Preparation of an optionally substituted 2-coumarone (I) comprises: (a1) reacting a (substituted) cyclohexanone of formula (II) with a carboxyl-containing acylating agent of formula (III) to a (substituted) methyl 2-(2-oxo-cyclohexyl)-2-hydroxy-acetate (IV); and either (b1) direct catalytic gas phase dehydrogenation of (IV) to (I); or (b2) dehydration to a mixture (V) of (substituted) methyl 2-oxo-cyclohexylidene-acetate (Va) and the enol-lactone of the (substituted) 2-oxo-cyclohexylidene-acetic acid (Vb) by azeotropic distillation under basic conditions or using a strong acid or strongly acid ion exchanger, followed by catalytic gas phase dehydrogenation to (I); or (a2) direct reaction to (V) under acid or basic conditions, followed by catalytic gas phase dehydrogenation to (I): [Image] R : (H or 1-3 carbon (C) alkyl or alkoxy; R 1>, R 2>H or 1-3 C alkyl; and R 3>1-3 C alkyl. An independent claim is also included for the preparation of (IV) by acylating (II) with (III), optionally followed by conversion of (IV) to (I) as above.
Inventors:
Stanek Michael
Hildebrand Peter
Zimmermann Quatz
Castellins Marianne
Hildebrand Peter
Zimmermann Quatz
Castellins Marianne
Application Number:
JP2002501879A
Publication Date:
December 02, 2003
Filing Date:
May 09, 2001
Export Citation:
Assignee:
DMS Fine Chemicals Austria Nachfolgel Geselsyaft Mito Besilyenktel Haftung und Companion Commande Date Geselsyaft
International Classes:
C07D307/77; C07D307/79; C07D307/83; (IPC1-7): C07D307/79
Domestic Patent References:
| JPH1072459A | 1998-03-17 | |||
| JPH0812662A | 1996-01-16 | |||
| JP2000044543A | 2000-02-15 | |||
| JPH10338890A | 1998-12-22 |
Attorney, Agent or Firm:
Mitsufumi Ezaki (3 others)