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【结 构 式】 
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【分子编号】22076 【品名】1-(4-ethylphenyl)-1-propanone 【CA登记号】27465-51-6 |
【 分 子 式 】C11H14O 【 分 子 量 】162.23156 【元素组成】C 81.44% H 8.7% O 9.86% |
合成路线1
该中间体在本合成路线中的序号：(I)This compound can be obtained by several different ways: 1) By condensation of 4-ethylpropiophenone (I), formaldehyde (II) and piperidine (III) in refluxing isopropanol. 2) By reaction of 4-ethyl-alpha-methyl-beta-chloropropiophenone (IV) with (III) in refluxing ethanol. 3) By cyclization of 4-ethyl-alpha-methyl-beta-amino-propiophenone (V) with 1,5-dibromopentane (VI) in hot ethanol. 4) By a Friedel-Kraft's reaction of ethylbenzene (VII) with 3-piperidinoisobutyryl chloride (VIII) by means of AlCl3 at reflux temperature. 5) By condensation of 4-ethyl-alpha-methylenepropiophenone (IX) with (III) in ethanol.
| 【1】 Murakami, M.; Sone, T.; Sako, K.; Wakabayashi, M.; Kodaira, R.; JP 7925571 . |
| 【2】 Murakami, M.; Sone, T.; Sako, K.; Wakabayashi, M.; Kodaira, R.; Preparation of propiophenone derivative. JP 54036274 . |
| 【3】 Murakami, M.; Sone, T.; Sako, K.; Wakabayashi, M.; Kodaira, R.; Novel preparation of piperidine derivatives. JP 54032480 . |
| 【4】 Murakami, M.; Sone, T.; Sako, K.; Wakabayashi, M.; Kodaira, R; Preparation of propiophenone derivative. JP 54030178 . |
| 【5】 Morita, E.; Kanai, T.; Amino-substituted propiophenone derivatives and medicaments containing same. JP 52085175 . |
| 【6】 Morita, E.; Kanai, T. (Eisai Co., Ltd.); Propiophenone derivatives in the treatment of pathological muscular conditions. US 3995047; US 4181803 . |
| 【7】 Castaner, J.; Blancafort, P.; Serradell, M.N.; EMPP. Drugs Fut 1982, 7, 2, 105. |
| 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) | 22076 | 1-(4-ethylphenyl)-1-propanone | 27465-51-6 | C11H14O | 详情 | 详情 |
| (II) | 22075 | Formaldehyde; Paraformaldehyde | 1118-66-7 | CH2O | 详情 | 详情 |
| (III) | 10158 | Piperidine | 110-89-4 | C5H11N | 详情 | 详情 |
| (IV) | 31975 | 3-chloro-1-(4-ethylphenyl)-2-methyl-1-propanone | C12H15ClO | 详情 | 详情 | |
| (V) | 31976 | 3-amino-1-(4-ethylphenyl)-2-methyl-1-propanone | C12H17NO | 详情 | 详情 | |
| (VI) | 30560 | 1,5-dibromopentane | 111-24-0 | C5H10Br2 | 详情 | 详情 |
| (VII) | 31977 | 1-ethylbenzene | 100-41-4 | C8H10 | 详情 | 详情 |
| (VIII) | 31978 | 2-methyl-3-(1-piperidinyl)propanoyl chloride | C9H16ClNO | 详情 | 详情 | |
| (IX) | 31979 | 1-(4-ethylphenyl)-2-methyl-2-propen-1-one | C12H14O | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(III)By condensation of pyrrolidine (I) with paraformaldehyde (II) and 4-ethylpropiophenone (III) by means of dry HCl in refluxing ethyl acetate.
| 【1】 Susumu, O.; Masaru, S.; Tomio, Y.; Yutaka, N.; Masatoshi, H. (Nippon Chemiphar Co., Ltd.); Benzimidazole derivs. and antiulcer agents contain. AU 8546409; BE 0903128; CH 665417; DE 3531487; ES 8703142; FR 2569691; GB 2163747; JP 1986060660; JP 1986221175; JP 1986221176; JP 1991223260; JP 1991223261; JP 1991223262; JP 1991227927 . |
| 【2】 Itho, Y.; Kato, H.; Koshinaka, E.; Nishino, H.; Ogawa, N. (Hokuriku Seiyaku Co., Ltd.); Derivs. of 3-pyrrolidinopropiophenone and a proces. FR 2559771 . |
| 【3】 Itho, Y.; Kato, H.; Koshinaka, E.; Nishino, H.; Ogawa, N. (Hokuriku Seiyaku Co., Ltd.); Derivs. of 3-pyrrolidinopropiophenone and a proces. EP 0150235 . |
| 【4】 Prous, J.; Castaner, J.; HSR-770. Drugs Fut 1988, 13, 4, 310. |