Diisopropylethylamine → 1-(trans-3-(4-Chlorophenyl)allyl)-perhydroazepin-4-one

HRID 83979

반응식

HRID 83979 반응식
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

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 22021728Azepan-4-one hydrochlorideHCID 53728250p-Chlorocinnamyl chloride

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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+).

후처리

  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)

출처 및 근거

ORD 기록
ord-ca98a52b02d141e9a3692979e8c3ee85
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846907B2

연결된 노트

불러오는 중…