Orcinol → 3-Methoxy-5-Methylphenol

HRID 1701392Notes

Reaction equation

[CH3:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([CH:8]=1)[OH:7].[C:10](=O)(OC)OC>>[CH3:10][O:7][C:6]1[CH:8]=[C:2]([CH3:1])[CH:3]=[C:4]([OH:9])[CH:5]=1

Participants

Reactant 2

HCID 10436Orcinol

HCID 12021Dimethyl Carbonate

Product 1

HCID 766743-Methoxy-5-MethylphenolYield 98%

Procedure

The reaction is carried out as described in Example 1, with 22.8 parts of 5-methylresorcinol and 9 parts of dimethyl carbonate. 9 parts (98% of theory) of 5-methylresorcinol monomethyl ether of boiling point 63°-65° C./0.4 mbar are obtained. The conversion is 36 percent.

Sources & evidence

ORD record: ord-d9495b8b9477451c8eb80d11dc180606
Source dataset: uspto-grants-1980_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04192949

Reaction notes

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