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| 6-methoxy-1-tetralone Basic information |
| Product Name: | 6-methoxy-1-tetralone | | Synonyms: | 6-METHOXY-1,2,3,4-TETRAHYDRONAPHTHALEN-1-ONE;6-METHOXY-1,2,3,4-TETRAHYDRO-1-NAPHTHALENONE;6-METHOXY-1,2,3,4-TETRAHYDRO-1-NAPHTHONE;6-METHOXY-3,4-DIHYDRO-2H-NAPHTHALEN-1-ONE;6-METHOXY-1-TETRALONE;6-METHOXY TETRALONE;6-METHOXY-ALPHA-TETRALONE;TIMTEC-BB SBB007549 | | CAS: | 1078-19-9 | | MF: | C11H12O2 | | MW: | 176.21 | | EINECS: | 214-078-0 | | Product Categories: | Ketone;C11 to C12;Carbonyl Compounds;Carbonyl Compounds;Ketones | | Mol File: | 1078-19-9.mol |
| 6-methoxy-1-tetralone Chemical Properties |
| 6-methoxy-1-tetralone Usage And Synthesis |
| Chemical Properties | yellow to light brown fine crystalline powder | | Uses | 6-Methoxy-1-tetralone is a reagent useful in the synthesis of (2-(furanyl)vinyl)-1-tetralone chalcones which possesses anticancer agents and inducers of apoptosis. | | Synthesis Reference(s) | Journal of the American Chemical Society, 64, p. 94, 1942 DOI: 10.1021/ja01253a025Tetrahedron Letters, 9, p. 2917, 1968 DOI: 10.1016/S0040-4039(00)89611-2 | | Synthesis |
The synthesis of 6-methoxy-1-tetralone is as follows:Eaton's reagent (1.00 mL, 5.31 mmol) was added slowly to a stirred solution of methyl 4-(3-methoxyphenyl)butanoate (4; 0.37g, 1.78 mmol) in DCE (1 mL). The resulting mixture was stirred at 75 °C for 2h under N2 atmosphere. Then, the reaction mixture was allowed to reach room temperature, and was poured over ice-water and extracted with EtOAc (3 × 15 mL). The combined organic extracts were washed successively with brine (2 × 15 mL) and H2O (2 × 20 mL), filtered over Na2SO4 and concentrated under reduced pressure. The resulting brownish oil was fractionated by column chromatography (silica gel, EtOAc-hexanes, 1:9) to obtain 6-methoxy-1-tetralone as ayellowish oil; yield: 0.28 g (91%).
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| 6-methoxy-1-tetralone Preparation Products And Raw materials |
| Raw materials | FUMING SULFURIC ACID-->Detergent-->6-METHOXY-1,2,3,4-TETRAHYDRONAPHTHALENE | | Preparation Products | 17-Ethinyl-17-hydroxy-18-methylestra-5(10),9(11)-dien-3-one-3-ethylene ketal-->3-Methoxy-18-methylestra-2,5(10)dien-17-one 17-ethylene ketal-->17-Ethinyl-3,17-dihydroxy-18-methylestra-2,5(10)-diene3-methylether-->3-Methoxy-18-methylestra-1,3,5(10),8-tetraen-17-ethylene ketal-->6-CYANO-1-TETRALONE-->6-(benzyloxy)-3,4-dihydronaphthalen-1(2H)-one-->4-Methoxyphthalic acid-->2-Methoxy-6,7,8,9-tetrahydrobenzocyclohepten-5-one |
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