Sulfuric Acid → Methyl 3-(4-hydroxyphenyl)benzoate

HRID 1600944Notes

Reaction equation

HRID 1600944 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=2)[CH:7]=[CH:8][CH:9]=1)([OH:3])=[O:2].S(=O)(=O)(O)O.[C:22](=O)([O-])O.[Na+]>CO>[CH3:22][O:2][C:1]([C:4]1[CH:5]=[C:6]([C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=2)[CH:7]=[CH:8][CH:9]=1)=[O:3]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 7224324'-Hydroxy-biphenyl-3-carboxylic acid

Product 1

HCID 5097337Methyl 3-(4-hydroxyphenyl)benzoate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Solid 3'-carboxybiphenyl-4-ol (1.5 g) was suspended in methanol (10 ml) and concentrated sulfuric acid (1 ml). The mixture was heated at reflux for 16 hours. After cooling, the mixture was basified by the addition of solid sodium hydrogen carbonate. The white solid which formed was filtered and washed with copious amounts of water to give the sub-title compound as a white solid (1.5 g).

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 16 hours
  3. temperatureAfter cooling
  4. customThe white solid which formed
  5. filtrationwas filtered
  6. washwashed with copious amounts of water

Sources & evidence

ORD record
ord-dbef5c807bcf487797086022dff1f618
Source dataset
uspto-grants-1999_11
Patent number
US05977105

Reaction notes

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