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ChemicalBook CAS DataBase List 1,4-Dimethoxybenzene

1,4-Dimethoxybenzene synthesis

15synthesis methods
By methylation of hydroquinone using dimethyl sulfate and alkali.
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Yield:150-78-7 97%

Reaction Conditions:

with potassium hydroxide in dimethyl sulfoxide at 25; for 1 h;

Steps:

3.1

Example 3.1; Synthesis of 1,4-dimethoxybenzene; Iodomethane (4.98 ml, 9.99 mmol) was added dropwise to a solution of hydroquinone (4.00 g, 36.33 mmol) and KOH (8.32 g, 148.30 mmol) in 75 ml of DMSO. The reaction mixture became dark and was stirred at r.t. for 1 h at 25°C. The reaction mixture was neutralized by adding an aqueous saturated solution OfNH4Cl. The product was extracted with dichloromethane (3 x 50 mL). The organic phases were washed several times with water (5 x 150 mL) to eliminate DMSO, then dried over anhydrous Na2SO4. The solvent was evaporated at reduced pressure. A white solid was isolated (4.87 g, yield 97%).

References:

WO2008/96239,2008,A1 Location in patent:Page/Page column 28

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