|
【结 构 式】 
|
【分子编号】34022 【品名】[4-(1-hydroxyethyl)phenyl](2-thienyl)methanone 【CA登记号】 |
【 分 子 式 】C13H12O2S 【 分 子 量 】232.30308 【元素组成】C 67.22% H 5.21% O 13.77% S 13.8% |
合成路线1
该中间体在本合成路线中的序号：(VI)The reaction of 1-(4-bromophenyl)ethanol (IV) with 3,4-dihydro-2H-pyran (C) by means of HCl yields 2-[1-(4-bromophenyl)ethoxy]tetrahydro-2H-pyran (V); this product by condensation with 2-thiophenecarbonitrile (D) through its Grignard complex in THF gives [4-(1-hydroxyethyl)phenyl](2-thienyl)ketone (VI), which without purification is treated with SOCl2 in benzene to give [4-(1-chloroethyl)phenyl](2-thienyl)ketone (VII); then the halogen is substituted by CN with NaCN in DMSO to afford alpha-methyl-4-(2-thienylcarbonyl)benzeneacetonitrile (VIII), which, without purification, is hydrolyzed with H2SO4 and acetic acid.
| 【1】 Van Daele, P.G.H.; et al.; Synthesis of alpha-methyl-4-(2-thienylcarbonyl)benzene acetic acid, suprofen and derivatives. Arzneim-Forsch Drug Res 1975, 25, 10, 1495-1501. |
| 【2】 Castaner, J.; Chatterjee, S.S.; Suprofen. Drugs Fut 1976, 1, 3, 148. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (D) | 34025 | Thiophene-2-carbonitrile; 2-thiophenecarbonitrile | 1003-31-2 | C5H3NS | 详情 | 详情 |
| (IV) | 34019 | diethyl 2-methyl-2-[4-(2-thienylcarbonyl)phenyl]malonate | C19H20O5S | 详情 | 详情 | |
| (V) | 34021 | 1-(4-bromophenyl)ethyl tetrahydro-2H-pyran-2-yl ether; 2-[1-(4-bromophenyl)ethoxy]tetrahydro-2H-pyran | C13H17BrO2 | 详情 | 详情 | |
| (VI) | 34022 | [4-(1-hydroxyethyl)phenyl](2-thienyl)methanone | C13H12O2S | 详情 | 详情 | |
| (VII) | 34023 | [4-(1-chloroethyl)phenyl](2-thienyl)methanone | C13H11ClOS | 详情 | 详情 | |
| (VIII) | 34024 | 2-[4-(2-thienylcarbonyl)phenyl]propanenitrile | C14H11NOS | 详情 | 详情 | |
| (C) | 13684 | 3,4-Dihydro-2H-pyran;2,3-Dihydro-4H-pyran; 5,6-Dihydro-4H-pyran;Dihydropyran | 110-87-2 | C5H8O | 详情 | 详情 |