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【结 构 式】

【分子编号】21491

【品名】2-[(E)-benzylidene]-3,4-dihydro-1(2H)-naphthalenone

【CA登记号】6261-32-1

【 分 子 式 】C17H14O

【 分 子 量 】234.29756

【元素组成】C 87.15% H 6.02% O 6.83%

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:(III)

Alkylation of the sodium salt of 1-naphthol with benzyl bromide provides DuP-654. Alternatively, condensation of 1-tetralone (I) with benzaldehyde (II) in the presence of potassium hydroxide yields 2-benzylidene-1-tetralone (III), which may be isomerized to DuP-654 using rhodium chloride or a soluble iridium complex. A mixture of (I) and (II) may also be directly converted to DuP-654 by treating with potassium tert-butoxide in refluxing tert-butanol.

1 Batt, D.G. (E.I. Du Pont de Nemours & Co.); 2-Substituted-1-naphthols as 5-lipoxygenase inhibitors. AU 8657186; EP 0201071; ES 8801780; US 4833164 .
2 Harris, R.R.; Batt, D.G.; Galbraith, W.; Gans, K.R.; Jaffee, B.D.; Kerr, J.S.; Ackerman, N.R.; Mackin, W.M.; DuP-654. Drugs Fut 1989, 14, 11, 1040.
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) 20720 3,4-dihydro-1(2H)-naphthalenone 529-34-0 C10H10O 详情 详情
(II) 10498 Benzaldehyde;Benzoic aldehyde;Phenylmethanal 100-52-7 C7H6O 详情 详情
(III) 21491 2-[(E)-benzylidene]-3,4-dihydro-1(2H)-naphthalenone 6261-32-1 C17H14O 详情 详情
Extended Information