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ChemicalBook CAS DataBase List 6-Methoxy-2-tetralone
2472-22-2

6-Methoxy-2-tetralone synthesis

6synthesis methods
To a suspension of MCPBA (1.5g, 8.7mmol) in dry dichloromethane (16mL), cooled in ice, was added dihydro naphthalene (616mg, 3.8mmol) dissolved in dichloromethane (2mL). The reaction mixture was stirred overnight, filtered, diluted with dichloromethane, washed with a solution of sodium bicarbonate (5%), brine, dried, and evaporated to obtain an oil (591mg), which without purification was dissolved in ethanol (3mL) and treated with sulfuric acid (3mL, 10%) and heated under reflux for 3 hours. The reaction mixture was cooled, diluted with water, and extracted three times using chloroform. The organic extracts were washed with brine, dried, and evaporated to obtain an oil which, on purification (eluent hexane: ether 7:3), afforded 6-Methoxy-2-tetralone.
-

Yield:-

Steps:

Multi-step reaction with 5 steps
1: 95 percent / H2 / platinum / ethanol
2: thionyl chloride / benzene
3: 88 percent / triethyl amine / diethyl ether / 1 h / Ambient temperature
4: 59 percent / diethyl ether / 0.5 h / Ambient temperature
5: 24 percent / acetonitrile / Irradiation

References:

Charlton, James Leslie.;Lai, Hoi Kiong.;Lypka, Gerald Nicholas [Canadian Journal of Chemistry,1980,vol. 58,p. 458 - 462]

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