Hydrochloric Acid → 2-Hydroxy-5-(methoxycarbonyl)benzoic acid

HRID 2109395Notes

Reaction equation

HRID 2109395 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[C:12]([O:14]C)=[O:13].Cl>N1C=CC=CC=1>[C:12]([C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:2]=1[OH:1])[C:6]([O:8][CH3:9])=[O:7])([OH:14])=[O:13]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 80087Dimethyl 4-hydroxyisophthalate

Product 1

HCID 127170602-Hydroxy-5-(methoxycarbonyl)benzoic acidYield 98%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of dimethyl 4-hydroxyisophthalate (10 g) and pyridine (100 ml) was heated at reflux overnight. After cooling, 6 M hydrochloric acid was added to the reaction solution. The thus-precipitated crystals were filtered, thereby giving 9.15 g of methyl 3-carboxy-4-hydroxybenzoate.

Workup

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. temperatureAfter cooling
  4. filtrationThe thus-precipitated crystals were filtered

Sources & evidence

ORD record
ord-c3ebfcc573ec4edf9cb123fce213ca53
Source dataset
uspto-grants-2009_04
Patent number
US07514452B2

Reaction notes

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