2-(2,6-dimethoxyphenoxy)-1-ethanol -Drug Synthesis Database

【结构式】

【分子编号】39478

【品名】2-(2,6-dimethoxyphenoxy)-1-ethanol

【CA登记号】

【分子式】C₁₀H₁₄O₄

【分子量】198.21876

【元素组成】C 60.59% H 7.12% O 32.29%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(VIII)

By condensation of 2-aminomethyl-1,4-benzodioxane (I) with 2,6-dimethoxyphenoxyethyl chloride (II) performed by heating at 160 C or by means of K2CO3 in refluxing CHCl3 - water. The starting products (I) and (II) are prepared as follows: 1) The reaction of 2-chloromethyl-1,4-benzodioxane (III) with potassium phthalimide (IV) in refluxing DMF gives 2-phthalimidomethyl-1,4-benzodioxane (V), which is then treated with hydrazine hydrate (A) in refluxing 2-ethoxyethanol to give (I). 2) The condensation of 2,6-dimethoxyphenol (VI) with ethylene carbonate (VII) by means of K2CO3 in refluxing toluene gives 2,6-dimethoxyphenoxyethanol (VIII), which is then refluxed with SOCl2 to afford (II).

参考文献中间体

合成目标

【1】 US 3472874 .
【2】 Castaner, J.; Serradell, M.N.; Hillier, K.; Blancafort, P.; WB-4101. Drugs Fut 1979, 4, 5, 369.
【3】 Green, P.N.; et al.; Synthesis and pharmacological properties of a series of 2-(substituted-aminoethyl)-1,4-benzodioxanes. J Med Chem 1969, 12, 2, 326-329.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(A)	27334	N-(2,5-dichloropentyl)-2-methoxy-5-[methyl(methylsulfonyl)amino]benzamide		C₁₅H₂₂Cl₂N₂O₄S	详情	详情
(I)	39477	2,3-dihydro-1,4-benzodioxin-2-ylmethanamine; 2,3-dihydro-1,4-benzodioxin-2-ylmethylamine		C₉H₁₁NO₂	详情	详情
(II)	39479	2-(2-chloroethoxy)-1,3-dimethoxybenzene; 2-(2-chloroethoxy)-3-methoxyphenyl methyl ether		C₁₀H₁₃ClO₃	详情	详情
(III)	39475	2-(chloromethyl)-2,3-dihydro-1,4-benzodioxine	2164-33-2	C₉H₉ClO₂	详情	详情
(IV)	27890	Potassium phthalimide	1074-82-4	C₈H₄KNO₂	详情	详情
(V)	39476	2-(2,3-dihydro-1,4-benzodioxin-2-ylmethyl)-1H-isoindole-1,3(2H)-dione		C₁₇H₁₃NO₄	详情	详情
(VI)	20228	2,6-dimethoxyphenol	91-10-1	C₈H₁₀O₃	详情	详情
(VII)	32802	1,3-dioxolan-2-one	96-49-1	C₃H₄O₃	详情	详情
(VIII)	39478	2-(2,6-dimethoxyphenoxy)-1-ethanol		C₁₀H₁₄O₄	详情	详情

Extended Information