4-Bromo-3,5-dihydroxybenzoic acid → Benzoic acid, 4-bromo-3,5-dihydroxy-, methyl ester

HRID 1096978Notes

Reaction equation

HRID 1096978 reaction equation
[Br:1][C:2]1[C:10]([OH:11])=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[OH:12].Cl.[CH3:14]O>>[Br:1][C:2]1[C:10]([OH:11])=[CH:9][C:5]([C:6]([O:8][CH3:14])=[O:7])=[CH:4][C:3]=1[OH:12]

Participants

3

Reactant 2

HCID 860234-Bromo-3,5-dihydroxybenzoic acidHCID 21893726Hydrochloride methanol

Product 1

HCID 118602Benzoic acid, 4-bromo-3,5-dihydroxy-, methyl ester

Procedure

In a 2.0-liter egg plant-type flask, a hydrochloric acid/methanol solution (500 mL) of 4-bromo-3,5-dihydroxybenzoic acid (50 g, 0.21 mol) was stirred with heating under reflux for 6 hours. Methanol was removed under reduced pressure to obtain a crude crystal. This was washed with hexane and chloroform to obtain the title compound as a colorless solid.

Workup

  1. temperaturewith heating
  2. temperatureunder reflux for 6 hours
  3. customMethanol was removed under reduced pressure
  4. customto obtain a crude crystal
  5. washThis was washed with hexane and chloroform

Sources & evidence

ORD record
ord-3c4c16c57c2749b1a22fddb269fd16e7
Source dataset
uspto-grants-2012_03
Patent number
US08138197B2

Reaction notes

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