PURPOSE: To prepare the titled compound having excellent pharmacological activities such as analgesic activity, etc., easily, economically, in high yield, with simple procedure, by reducing a 4-benzazonine-7-one derivative having a specific group at the 10-position.
CONSTITUTION: The objective compound of formula III is prepared either by reducing the compound of formula I (R is H, or a group eliminable by recuction, e.g. group of formula II, COCH3, COOC2H5, etc.; R' is H or CH3), e.g. 10-benzyloxy- 1,4-dimethyl-2,3,4,5-tetrahydro-1,6-methano-1H-4-benzazonine-7( 6H )-one, with hydrogen activated by a catalyst comprising Pd which may be supported on a carrier, in a solvent such as acetic acid, pref. adding an acid such as hydrochloric acid to the system, at 50W80°C under atmospheric pressure, or by reducing the compound of formula I in a lower alcohol solvent with a complex metal hydride e.g. NaBH4, pref. adding an aqueous solution of alkali hydroxide to the system, at room temperature for 2W4hr.
FUTSUKAICHI OSAMU
MIYAMURA YOSHIO
KOBAYASHI KEIKO
| JPS50100073A | 1975-08-08 |
Next Patent: PREPARATION OF N-METHYL-4-BENZAZONINE DERIVATIVE