Hydrochloric Acid → 3-Methoxy-5-Methylphenol

HRID 1681447Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([OH:14])[C:6](=[C:11]([CH3:13])[CH:12]=1)C(OC)=O.[OH-].[K+].Cl>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([OH:14])[CH:6]=[C:11]([CH3:13])[CH:12]=1

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 14797Potassium Hydroxide

HCID 596344Sparassol

Product 1

HCID 766743-Methoxy-5-MethylphenolYield 70%

Procedure

1.0 g of the methyl 4-methoxy-6-methyl-salicylate thus obtained is boiled under reflux with 35 ml of aqueous potassium hydroxide solution (15% strength) for 8 hours. The reaction mixture is then acidified with dilute hydrochloric acid and extracted with ethyl acetate. 0.70 g (yield: 70%) of orcinyl (3-methoxy-5-methylphenol) is obtained.

Workup

extractionextracted with ethyl acetate

Sources & evidence

ORD record: ord-a6b5fd3f4a044f499e59b76bc9063232
Source dataset: uspto-grants-1992_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05171878

Reaction notes

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