Ethanol → Ethyl 5-methylsalicylate

HRID 1072817Notes

Reaction equation

HRID 1072817 reaction equation
[CH3:1][C:2]1[CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5]([OH:11])=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[CH2:17](O)[CH3:18]>>[CH3:1][C:2]1[CH:10]=[C:6]([C:7]([O:9][CH2:17][CH3:18])=[O:8])[C:5]([OH:11])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 69735-Methylsalicylic acid

Product 1

HCID 118629Ethyl 5-methylsalicylate

Procedure

To a solution of 5-methyl salicylic acid (9.90 g) in ethanol (100 ml) was added concentrated sulfuric acid (1.0 g) and the mixture was refluxed under heating for 21 hr. The reaction mixture was concentrated to give an oil mainly containing the objective compound.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 21 hr
  3. concentrationThe reaction mixture was concentrated
  4. customto give an oil
  5. additionmainly containing the objective compound

Sources & evidence

ORD record
ord-7e1dc4e81f1d44fb877d07ed6a58c1a5
Source dataset
uspto-grants-2005_06
Patent number
US06911469B2

Reaction notes

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