Methanol → Methyl 3-Hydroxyphenylacetate

HRID 133185

Reaction equation

HRID 133185 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.[CH3:12]O>S(=O)(=O)(O)O>[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([O:11][CH3:12])=[O:10])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 121223'-Hydroxyphenylacetic acid

Product 1

HCID 39129Methyl 3-Hydroxyphenylacetate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

10 g of 3-hydroxyphenylacetic acid are dissolved in 60 ml of methanol and 2.5 ml of sulphuric acid. The solution is heated at reflux for two hours. It is brought back to ambient temperature and the methanol is evaporated. The residue is taken up in a saturated K2CO3 solution. Extraction is carried out with AcOEt. The organic phase is dried over MgSO4, filtered and evaporated to dryness. 11.1 g of oil are obtained.

Workup

  1. temperatureThe solution is heated
  2. temperatureat reflux for two hours
  3. customis brought back to ambient temperature
  4. customthe methanol is evaporated
  5. extractionExtraction
  6. dry with materialThe organic phase is dried over MgSO4
  7. filtrationfiltered
  8. customevaporated to dryness

Sources & evidence

ORD record
ord-7422c6e426094c6b92808842d39c97dd
Source dataset
uspto-grants-2008_06
Patent number
US07390818B2

Linked notes

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