Formaldehyde → Benzoic acid, 3-formyl-4-hydroxy-, methyl ester

HRID 1622093Notes

Reaction equation

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

Participants

Reactant 2

HCID 712Formaldehyde

HCID 7456Methylparaben

Product 1

HCID 212595Benzoic acid, 3-formyl-4-hydroxy-, methyl esterYield 46.3%

Procedure

Proceeding as in Reference 8, but substituting methyl 4-hydroxybenzoate (30.4 g, 0.20 mol, 1.0 eq.) and paraformaldehyde (42.0 g, 1.40 mol, 7.0 eq.), gave methyl 3-formyl-4-hydroxybenzoate (16.7 g) as a white solid.

Sources & evidence

ORD record: ord-b365306b11f2468fb722cfee835f2aa7
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08778625B2

Reaction notes

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