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【结 构 式】

【分子编号】59368

【品名】2-({2-[hydroxy(phenyl)methyl]benzyl}amino)-1-ethanol

【CA登记号】

【 分 子 式 】C16H19NO2

【 分 子 量 】257.3324

【元素组成】C 74.68% H 7.44% N 5.44% O 12.43%

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:(V)

The reaction of 2-benzoylbenzoic acid (I) with SOCl2 in CHCl3, benzene or DMF gives the corresponding acyl chloride (II), which is condensed with ethanolamine (III) by means of TEA in CHCl3 to yield the amide (IV). The reduction of (IV) with LiAlH4 in THF affords the diol (V), which is cyclized by means of Ts-OH in refluxing benzene to provide 1-phenyl-3,4,5,6-tetrahydro-1H-2,5-benzoxazocine (VI). Finally, this compound is methylated by means of dimethyl sulfate in refluxing benzene, or by means of formaldehyde in hot dioxane/water. Alternatively, the cyclization of N-[2-[1-[2-(chloromethyl)phenyl]-1-phenylmethoxy]ethyl]-N-methylamine (VII) by means of pyridine in refluxing acetonitrile gives also the target benzoxazocine.

1 Lazaro Porta, A.; Process for the preparation of diphenylcarbinol derivs.. ES 8100663 .
2 Calatayud, J.; Luna, M.; Process for the preparation of 5-phenyl-1-methyl-1-aza-4-oxa-6,7-benzocyclooctane hydrochloride. ES 8605495 .
3 Colls Alsius, J.; Process for the preparation of of a heterocyclic tertiary amine. ES 8607261 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 59365 2-benzophenone carboxylic acid; 2-Benzoylbenzoic acid; 2-Carboxybenzophenone; Benzophenone-2-carboxylic acid; O-benzoylbenzoic acid 85-52-9 C14H10O3 详情 详情
(II) 59366 2-benzoylbenzoyl chloride C14H9ClO2 详情 详情
(III) 10259 Ethanol amine;Ethanolamine;2-Aminoethanol; 2-Amino-1-ethanol;2-Aminoethyl alcohol 141-43-5 C2H7NO 详情 详情
(IV) 59367 2-benzoyl-N-(2-hydroxyethyl)benzamide C16H15NO3 详情 详情
(V) 59368 2-({2-[hydroxy(phenyl)methyl]benzyl}amino)-1-ethanol C16H19NO2 详情 详情
(VI) 59369 1-phenyl-3,4,5,6-tetrahydro-1H-2,5-benzoxazocine C16H17NO 详情 详情
(VII) 59370 2-[[2-(chloromethyl)phenyl](phenyl)methoxy]-N-methyl-1-ethanamine; N-{2-[[2-(chloromethyl)phenyl](phenyl)methoxy]ethyl}-N-methylamine C17H20ClNO 详情 详情
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