Methanol → HCID 12717602, compound

HRID 1004309Notes

Reaction equation

HRID 1004309 reaction equation
[OH:1][CH:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH3:12])[C:3]([OH:5])=[O:4].[CH3:13]O>S(=O)(=O)(O)O>[OH:1][CH:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH3:12])[C:3]([O:5][CH3:13])=[O:4]

Participants

4

Reactant 2

HCID 887MethanolHCID 12717596HCID 12717596, compound

Product 1

HCID 12717602HCID 12717602, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

A solution of (RS)-a-hydroxy-(2-methylphenyl)acetic acid (3.6 g) in methanol (80 ml) containing 2 drops of concentrated sulphuric acid was heated at reflux for 2 hours. The reaction mixture was concentrated and the residual oil partitioned between ethyl acetate and water. The organic phase was washed with water, dried over magnesium sulphate and evaporated to give the title compound (2.5 g) as a colourless oil.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 hours
  3. concentrationThe reaction mixture was concentrated
  4. customthe residual oil partitioned between ethyl acetate and water
  5. washThe organic phase was washed with water
  6. dry with materialdried over magnesium sulphate
  7. customevaporated

Sources & evidence

ORD record
ord-ec566a008b14488ca28e96eb428fafb3
Source dataset
uspto-grants-2000_04
Patent number
US06048893

Reaction notes

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