Aluminum(III) Chloride → HCID 20309528, compound

HRID 1763313Notes

Reaction equation

HRID 1763313 reaction equation
[CH3:1][NH:2][C:3](=[O:18])[CH2:4][CH2:5][C:6](=[O:17])[C:7]1[C:12]([O:13][CH3:14])=[CH:11][CH:10]=[CH:9][C:8]=1[O:15]C.[Cl-].[Al+3].[Cl-].[Cl-]>ClC1C=CC=CC=1>[CH3:1][NH:2][C:3](=[O:18])[CH2:4][CH2:5][C:6](=[O:17])[C:7]1[C:12]([O:13][CH3:14])=[CH:11][CH:10]=[CH:9][C:8]=1[OH:15]

Participants

4

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 20309506HCID 20309506, compound

Product 1

HCID 20309528HCID 20309528, compound

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

N-Methyl 3-(2,6-dimethoxybenzoyl)propionamide was demethylated with aluminium chloride in chlorobenzene to give N-methyl 3-(2-hydroxy-6-methoxybenzoyl)propionamide, m.p. 125° which may also be prepared from a by-product, N-methyl 3-(2,6-dihydroxybenzoyl)propionamide, by selective methylation with methyl iodide and potassium carbonate in acetone. (iii) By subjecting N-methyl 3-(2-hydroxy-6-methoxybenzoyl)-propionamide to a series of reactions similar to those described in Examples 1(i-ii) and 2(i-v), the title compound may be prepared.

Sources & evidence

ORD record
ord-fe645e36123b414187ba1e7960efccd6
Source dataset
uspto-grants-1978_09
Patent number
US04111936

Reaction notes

Loading…