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【结 构 式】 
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【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% |
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 |