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【结 构 式】

【分子编号】57422

【品名】4-(2-amino-4-ethoxyphenoxy)phenol

【CA登记号】

【 分 子 式 】C14H15NO3

【 分 子 量 】245.27804

【元素组成】C 68.56% H 6.16% N 5.71% O 19.57%

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 4-chloro-3-nitrophenol (I) with ethyl iodide and K2CO3 in hot acetone gives the aryl ether (II), which is condensed with 4-benzyloxyphenol (III) by means of t-BuOK in DMF at 150 C to yield the adduct (IV). The reductive debenzylation of (IV), with simultaneous reduction of the nitro group by means of H2 over Pd/C in THF/ethanol affords 5-ethoxy-2-(4-hydroxyphenoxy)aniline (V), which is finally condensed with 2,5-difluorobenzyl bromide (VI) by means of tBu-OK in DMF to provide the target aniline.

1 Tomisawa, K.; Taguchi, M.; Nakanishi, M.; Ota, T.; Aibe, I. (Taisho Pharmaceutical Co., Ltd.); 2-Phenoxyaniline derivs.. EP 1031556; JP 1999193263; US 6162832; WO 9920598 .
2 Taguchi, M.; Ohta, T.; Nakanishi, M.; Tomizawa, K.; Soube, I. (Taisho Pharmaceutical Co., Ltd.); Na+/Ca2+ exchange inhibitors. JP 2000355537 .
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) 57419 3-Nitro-4-chlorophenol; 4-Chloro-3-nitrophenol 610-78-6 C6H4ClNO3 详情 详情
(II) 57420 4-chloro-3-nitrophenyl ethyl ether; 1-chloro-4-ethoxy-2-nitrobenzene C8H8ClNO3 详情 详情
(III) 18956 4-(Benzyloxy)phenol; 4-Benzyloxyphenol 103-16-2 C13H12O2 详情 详情
(IV) 57421 1-[4-(benzyloxy)phenoxy]-4-ethoxy-2-nitrobenzene; benzyl 4-(4-ethoxy-2-nitrophenoxy)phenyl ether C21H19NO5 详情 详情
(V) 57422 4-(2-amino-4-ethoxyphenoxy)phenol C14H15NO3 详情 详情
(VI) 57423 2,5-Difluorobenzyl bromide; alpha-Bromo-2,5-difluorotoluene 85117-99-3 C7H5BrF2 详情 详情
Extended Information