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ChemicalBook CAS DataBase List 2,6-DIMETHYLANISOLE
1004-66-6

2,6-DIMETHYLANISOLE synthesis

9synthesis methods
-

Yield: 99%

Reaction Conditions:

with dimanganese decacarbonyl at 180; for 1 h;Reagent/catalyst;

Steps:

1-Methoxy-2,6-dimethylbenzene.
General procedure: General procedure for the alkylation of phenols with dimethyl carbonate. A 17-mL stainless steel high-pressure micro reactor was charged with 3 mmol of Mn2(CO)10, W(CO)6, or Co2(CO)8, 100 mmol of the corresponding phenol, and 300 mmol of dimethyl carbonate, and the reactor was hermetically closed and heated for 1 h at 180°C. The reactor was then cooled to room temperature and opened, and the mixture was filtered through a layer of alumina. Unreacted dimethyl carbonate was distilled off, and the residue was distilled under atmospheric or reduced pressure or recrystallized from ethanol. 1-Methoxy-2,6-dimethylbenzene. Yield 99%, bp 74-75°C (20 mm). 13C NMR spectrum, δC, ppm: 15.49 (2C, CH3), 58.88 (OCH3), 123.32 (C4), 128.24 (C3, C5), 130.20 (C2, C6), 156.65 (C1). Found, %: C 79.31; H 8.85. C9H12O. Calculated, %: C 79.37; H 8.88.

References:

Khusnutdinov;Shchadneva;Mayakova, Yu. Yu. [Russian Journal of Organic Chemistry,2015,vol. 51,# 3,p. 330 - 334][Methylation of Phenol and Its Derivatives with Dimethyl Carbonate in the Presence of Mn2(CO)10, W(CO)6, and Co2(CO)8,2015,vol. 51,# 3,p. 330 - 334,5]

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