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【结 构 式】

【分子编号】42182

【品名】5-methyl-2-nitrophenol

【CA登记号】700-38-9

【 分 子 式 】C7H7NO3

【 分 子 量 】153.13752

【元素组成】C 54.9% H 4.61% N 9.15% O 31.34%

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:(I)

5-Methyl-2-nitrophenol (I) was protected as the benzyl ether (II) employing benzyl bromide and NaOH in DMSO. Reduction of the nitro group of (III) with iron and ammonium chloride afforded aniline (III), which was subsequently coupled with iodobenzene (IV) to furnish the diaryl amine (V). Cyclization of (V) in the presence of Pd(OAc)2 in refluxing AcOH gave rise to carbazole (VI). The benzyl group of (VI) was then removed by catalytic hydrogenation over Pd/C to yield phenol derivative (VII). Finally, the title compound was obtained by oxidative coupling of the phenolic monomer (VII) with di-tert-butyl peroxide in boiling chlorobenzene.

1 Zhang, A.; Lin, G.; The first synthesis of optically pure biscarbazoles and determination of their absolute configurations. Tetrahedron Lett 1999, 40, 2, 341.
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) 42182 5-methyl-2-nitrophenol 700-38-9 C7H7NO3 详情 详情
(II) 42183 benzyl 5-methyl-2-nitrophenyl ether; 2-(benzyloxy)-4-methyl-1-nitrobenzene C14H13NO3 详情 详情
(III) 42184 2-(benzyloxy)-4-methylaniline; 2-(benzyloxy)-4-methylphenylamine C14H15NO 详情 详情
(IV) 26344 1-Iodobenzene 591-50-4 C6H5I 详情 详情
(V) 42185 N-[2-(benzyloxy)-4-methylphenyl]-N-phenylamine; 2-(benzyloxy)-4-methyl-N-phenylaniline C20H19NO 详情 详情
(VI) 42186 benzyl 3-methyl-9H-carbazol-1-yl ether; 1-(benzyloxy)-3-methyl-9H-carbazole C20H17NO 详情 详情
(VII) 42187 3-methyl-9H-carbazol-1-ol C13H11NO 详情 详情
Extended Information