4-Hydroxybenzoic Acid → Benzoic acid, 4-hydroxy-, (4-methoxyphenyl)methyl ester

HRID 989939Notes

Reaction equation

HRID 989939 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[CH3:11][O:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17]Cl)=[CH:15][CH:14]=1.C(O)C>ClCCl>[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH2:17][C:16]2[CH:19]=[CH:20][C:13]([O:12][CH3:11])=[CH:14][CH:15]=2)=[O:7])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1354-Hydroxybenzoic AcidHCID 702EthanolHCID 699934-Methyloxybenzyl chloride

Product 1

HCID 12119266Benzoic acid, 4-hydroxy-, (4-methoxyphenyl)methyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Hydroxybenzoic acid (1.38 g) was esterified by alkylation with 4-methoxybenzyl chloride by the method described in Example A-I-1, step a. The title compound (2.06 g) was obtained after silica gel column chromatography (0, 1, 2, 3% ethanol in dichloromethane). Rf (2%MeOH/CHCl3) 0.40.

Sources & evidence

ORD record
ord-7838a1ddf9884705bf9db20d2aa13cba
Source dataset
uspto-grants-2002_10
Patent number
US06458772B1

Reaction notes

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