2,5-Dimethoxynaphthalene synthesis
- Product Name:2,5-Dimethoxynaphthalene
- CAS Number:3900-49-0
- Molecular formula:C12H12O2
- Molecular Weight:188.22
575-44-0
74-88-4
3900-49-0
In a round-bottomed flask equipped with a magnetic stirrer, 1.6 g (10.0 mmol) of 1,6-dihydroxynaphthalene (compound 39, purchased from Tokyo Chemical Industry Co., Ltd.) was dissolved in 15 mL of N,N-dimethylformamide (DMF). Subsequently, 14.2 g (100.0 mmol) of iodomethane (purchased from Wako Pure Chemical Industries, Ltd.) and 13.8 g (100.0 mmol) of potassium carbonate (purchased from Wako Pure Chemical Industries, Ltd.) were added to the solution. The reaction mixture was stirred at room temperature for 2 hours. After completion of the reaction, the reaction mixture was extracted by adding dichloromethane and water to the reaction mixture and the organic layer was separated and washed with distilled water. The solvent was removed by distillation under reduced pressure to give 1.7 g (yield: 90%) of 2,5-dimethoxynaphthalene (compound 40) as a colorless liquid.
Yield: 90%
Reaction Conditions:
with potassium carbonate in N,N-dimethyl-formamide at 20; for 2 h;
Steps:
21.1 (1) Synthesis of a Methyl Derivative (Compound 40)
Into a round-bottom flask equipped with a stirring apparatus, 1.6 g (10.0 mmol) of 1,6-dihydroxynaphthalene (Compound 39: produced by Tokyo Chemical Industry Co., Ltd.), and 15 mL of N,N-dimethylformamide (DMF) were added for dissolution, and thrther 14.2 g (100.0 mmol) of methyl iodide (produced by Wako Pure Chemical Industries, Ltd.), and 13.8 g (100.0 mmol) of potassium carbonate (produced by Wako Pure Chemical Industries, Ltd.) were added, and the reaction was carried out at room temperature for 2 hours. Afier completion of the reaction, dichloromethane and water were added, and then an organic layer, obtained by solution separation, was washed with water, and the solvent was removed from the reaction solution by concentration under reduced pressure to obtain 1 .7 g (yield:90%) of a colorless liquid methyl derivative (Compound40).
References:
Wako Pure Chemical Industries, Ltd.;Suzuki, Katsufumi;Tsurumi, Yoshihisa;Kawano, Kei;Imazeki, Shigeaki;Murase, Tetsuji US2017/342031, 2017, A1 Location in patent:Paragraph 0643
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