Methylparaben → 2-Methoxyethyl 4-hydroxybenzoate

HRID 1439924Notes

Reaction equation

[Na].[OH:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][CH:4]=1.[CH3:13][O:14][CH2:15]CO>>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([O:9][CH2:10][CH2:13][O:14][CH3:15])=[O:8])=[CH:11][CH:12]=1

Participants

Reactant 3

HCID 7456Methylparaben

HCID 80192-Methoxyethanol

HCID 5360545Sodium

Product 1

HCID 30200812-Methoxyethyl 4-hydroxybenzoate

Procedure

In the first step (as in the Example 4) 1 g (43 mmol) of sodium was dissolved in 25 ml of 2-methoxyethanol. An amount of 3.0 g (22 mmol) of methyl 4-hydroxy-benzoate was added, producing 2-methoxyethyl 4-hydroxybenzoate, as a colourless oil, in essentially quantitative yield.

Sources & evidence

ORD record: ord-303525d959964b53b89846a03c418f46
Source dataset: uspto-grants-1996_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05496854

Reaction notes

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