Methanol → HCID 12717602, compound

HRID 1955153Notes

Reaction equation

HRID 1955153 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-76ba9f881e6041a9bbf6887d2b262fba
Source dataset
uspto-grants-2000_09
Patent number
US06124343

Reaction notes

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