6-???-1-???? ??

6-???-1-???? MSDS

6-Methoxytetralone

6-???-1-???? C??? ??, ??, ??

??? ??

yellow to light brown fine crystalline powder

??

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.

?? ??

(1) Reacting anisole with an acylating agent in Lewis acid and a solvent at the temperature of-10-40 ℃ to generate an intermediate 1, wherein the molar ratio of the Lewis acid to the acylating agent to the anisole is 1-10: 1-10: 1, the Lewis acid is selected from one or more of concentrated sulfuric acid, phosphoric acid, polyphosphoric acid, zinc chloride, aluminum trichloride, superacid and heteropoly acid;
(2) the intermediate 1 does not need to be separated, the temperature is raised to 70-120 ℃, and the intermediate 1 continues to react to generate 6-methoxy-1-tetralone;
(3) cooling the reaction product, adding water to stop the reaction, extracting, purifying and desolventizing to obtain a crude product of the 6-methoxy-1-tetralone, and refining the crude product by a solvent to obtain a high-purity product.

Synthesis Reference(s)

Journal of the American Chemical Society, 64, p. 94, 1942 DOI: 10.1021/ja01253a025
Tetrahedron 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%).   

6-???-1-???? ?? ?? ? ???

???

?? ??

6-???-1-???? ?? ??

???	??	???	??	?? ?	??
Nanjing Triumpharm Co.,Ltd	+86-02586182925 +86-15105172550	info@triumpharm.com	China	129	58
Henan Rane Chemical Co., Ltd.	+86-18738066252	info@ranechem.com	China	2999	58
Hebei Chuanghai Biotechnology Co., Ltd	+86-15350571055	Sibel@chuanghaibio.com	China	8737	58
Shaanxi Dideu Medichem Co. Ltd	+86-17392712779	1097@dideu.com	China	3989	58
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD	+86-15350851019; +86-15383190639	admin@86-ss.com	China	992	58
Capot Chemical Co.,Ltd.	+86-（0）57185586718 +86-13336195806	sales@capot.com	China	29626	60
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21531	55
Shanghai Time Chemicals CO., Ltd.	+86-021-57951555 +8618017249410	jack.li@time-chemicals.com	China	1796	55
Nanjing ChemLin Chemical Industry Co., Ltd.	025-83697070	product@chemlin.com.cn	CHINA	3004	60
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29766	58

6-???-1-???? ?? ??: