ChemicalBook CAS DataBase List 3,5-Dimethoxytoluene

3,5-Dimethoxytoluene synthesis

12synthesis methods

Product Name:3,5-Dimethoxytoluene
CAS Number:4179-19-5
Molecular formula:C9H12O2
Molecular Weight:152.19

3,5-Dimethoxytoluene can be produced from Orcinol in weak aqueous alkali with Dimethylsulfate at controlled temperature.

504-15-4 Synthesis

504-15-4
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$7.00/100mg

4179-19-5
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$6.00/1g

Yield:4179-19-5 82%

Reaction Conditions:

with potassium carbonate;dimethyl sulfate in acetonitrile

Steps:

44 Example 44
Example 44 (Reference Example) 3,5-dimethoxy toluene Commercially available orcinol (5.77 g) was dissolved in acetonitrile (200 ml), dimethyl sulfate (8.47 ml) and potassium carbonate (12.3 g) were added, and the admixture was refluxed for 2.5 hours. The reaction mixture was poured into ice water and partitioned with chloroform, and the chloroform layer was dried with anhydrous magnesium sulfate. The solvent was removed by reduced-pressure distillation, and the resulting residue was purified by column chromatography on silica gel eluding with hexane/ethyl acetate (5/1) to obtain 5.04 g of the title compound (yield: 82%). ¹ H-NMR (CDCl₃, 500 MHz): δ 2.30 (s, 3H), 3.76 (s, 6H), 6.30 (s, 1H), 6.37 (s, 2H)

References:

Kirin Beer Kabushiki Kaisha US6143764, 2000, A

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