Ethanol → Ethyl 5-methylsalicylate

HRID 1699839Notes

Reaction equation

HRID 1699839 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-62f94d1214e64f07b3e386e00826d3eb
Source dataset
uspto-grants-2002_02
Patent number
US06348474B1

Reaction notes

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