Potassium Carbonate → HCID 19880151, compound

HRID 1885257Notes

Reaction equation

HRID 1885257 reaction equation
[Cl:1][C:2]1[C:3]([OH:14])=[C:4]([OH:13])[CH:5]=[C:6]([CH:12]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8].[CH3:15][O:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21]Br)=[CH:19][CH:18]=1.[C:25](=[O:28])([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:1][C:2]1[C:3]([O:14][CH2:7][C:6]2[CH:12]=[CH:2][C:3]([O:28][CH3:25])=[CH:4][CH:5]=2)=[C:4]([O:13][CH2:21][C:20]2[CH:23]=[CH:24][C:17]([O:16][CH3:15])=[CH:18][CH:19]=2)[CH:5]=[C:6]([CH:12]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 1650214-Methoxybenzyl bromideHCID 23435281HCID 23435281, compound

Product 1

HCID 19880151HCID 19880151, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Ethyl 5-chloro-3,4-dihydroxybenzoate is p-methoxybenzylated with p-methoxybenzyl bromide and potassium carbonate in dimethylformamide to give ethyl 5-chloro-3,4-bis(p-methoxybenzyloxy)benzoate. This is hydrolyzed with sodium hydroxide to give 5-chloro-3,4-di(p-methoxybenzyloxy)benzoic acid.

Sources & evidence

ORD record
ord-f632d1f7ec5c4c5abc6e069827cb8e59
Source dataset
uspto-grants-1992_09
Patent number
US05143910

Reaction notes

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