Ethanol → HCID 12253120, compound

HRID 1760030Notes

Reaction equation

HRID 1760030 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[CH2:9][C:10]([OH:12])=[O:11].OS(O)(=O)=O.[CH3:18][CH2:19]O>>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[CH2:9][C:10]([O:12][CH2:18][CH3:19])=[O:11]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 836152,5-Dimethylphenylacetic acid

Product 1

HCID 12253120HCID 12253120, compoundYield 84%

Procedure

A solution of (2,5-dimethylphenyl)acetic acid (3.0 g; 18.3 mmol) and H2SO4 (conc.; 0.1 mL) in EtOH (40 mL) was refluxed over 6 days. The solution was concentrated, ether (40 mL) was added, and the resultant mixture was washed with Na2CO3 solution (2×25 mL) and water (1×25 mL). The organic phase was dried (MgSO4) and evaporated, yielding 2.94 g (84%) of the sub-title compound a clear colourless liquid. Purity 97%.

Workup

  1. concentrationThe solution was concentrated
  2. additionether (40 mL) was added
  3. washthe resultant mixture was washed with Na2CO3 solution (2×25 mL) and water (1×25 mL)
  4. dry with materialThe organic phase was dried (MgSO4)
  5. customevaporated

Sources & evidence

ORD record
ord-3a71e0633f7841b89659b22b7f59f623
Source dataset
uspto-grants-2005_01
Patent number
US06838478B2

Reaction notes

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