N,N-二异丙基乙胺 → 1-(trans-3-(4-Chlorophenyl)allyl)-perhydroazepin-4-one

HRID 83979

反应方程式

HRID 83979 反应方程式
Cl.[NH:2]1[CH2:8][CH2:7][CH2:6][C:5](=[O:9])[CH2:4][CH2:3]1.C(N(C(C)C)CC)(C)C.[Cl:19][C:20]1[CH:29]=[CH:28][C:23]([CH:24]=[CH:25][CH2:26]Cl)=[CH:22][CH:21]=1>C(#N)C>[Cl:19][C:20]1[CH:29]=[CH:28][C:23](/[CH:24]=[CH:25]/[CH2:26][N:2]2[CH2:8][CH2:7][CH2:6][C:5](=[O:9])[CH2:4][CH2:3]2)=[CH:22][CH:21]=1

参与物

5

反应物 3

HCID 81531N,N-二异丙基乙胺HCID 220217284-氮杂卓酮盐酸盐HCID 53728250p-Chlorocinnamyl chloride

产物 1

HCID 689273051-(trans-3-(4-Chlorophenyl)allyl)-perhydroazepin-4-one收率 48.3%

试剂、催化剂与溶剂 1

HCID 6342乙腈溶剂

实验过程

4-Perhydroazepinone hydrochloride (2.5 g, prepared according to Synth. Commun. 1992, 1249-1258) was suspended in acetonitrile (80 ml); diisopropylethylamine (4.4 ml) and 4-chlorocinnamyl chloride (2.7 g) were successively added at room temperature and the resulting reaction mixture was stirred at room temperature for 20 hours. The solvent was removed in vacuo and the residue purified by silica gel chromatography (eluent cyclohexane:ethyl acetate 6:4) to afford 1-(trans-3-(4-chlorophenyl)allyl)-perhydroazepin-4-one (1.84 g) as a foam. MS (ES+) 264/266 (M+H+).

后处理

  1. customthe resulting reaction mixture
  2. customThe solvent was removed in vacuo
  3. customthe residue purified by silica gel chromatography (eluent cyclohexane:ethyl acetate 6:4)

来源与证据

ORD记录
ord-ca98a52b02d141e9a3692979e8c3ee85
来源数据集
uspto-grants-2014_09
专利号
US08846907B2

关联笔记

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