Dimethyl Sulfate → Phenyl 2-methoxy-3-methylphenyl ether

HRID 1164056

Reaction equation

HRID 1164056 reaction equation
[O:1]([C:8]1[CH:9]=[CH:10][CH:11]=[C:12]([CH3:15])[C:13]=1[OH:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(OC)(O[CH3:20])(=O)=O.[OH-].[K+]>C(O)C>[CH3:20][O:14][C:13]1[C:12]([CH3:15])=[CH:11][CH:10]=[CH:9][C:8]=1[O:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 14797Potassium HydroxideHCID 227346816-Phenoxy-o-cresol

Product 1

HCID 20082997Phenyl 2-methoxy-3-methylphenyl etherYield 74.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 6-phenoxy-o-cresol (7.5 g) and dimethyl sulfate (14 g) and aqueous solution (30 ml) of potassium hydroxide (10.5 g) were treated in a similar manner to that of Example 14-(2). The resultant residue was pulverized with ethanol to give phenyl 2-methoxy-3-methylphenyl ether (6 g). mp 52°-53° C.

Workup

  1. additionwere treated in a similar manner to that of Example 14-(2)

Sources & evidence

ORD record
ord-1184ecfe4267478496a28147cca519d9
Source dataset
uspto-grants-1983_01
Patent number
US04367238

Linked notes

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