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Water → 1-benzyl-2-(6-methoxy-2-naphthyl)-3-pentyl-1H-indole

HRID 2252958
노트
인쇄 미리보기

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HRID 2252958 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C:13](=O)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH:7]=[CH:6]2.Cl.[CH2:22]([N:29]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)N)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.O>C(O)C.CCCCCCC>[CH2:22]([N:29]1[C:31]2[C:36](=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:14]([CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[C:13]1[C:8]1[CH:7]=[CH:6][C:5]2[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=2)[CH:9]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1
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참가 물질

6

반응물 3

HCID 962WaterHCID 79785Hydrazine, 1-phenyl-1-(phenylmethyl)-, hydrochloride (1:1)3회HCID 100617011-(6-Methoxynaphthalen-2-yl)heptan-1-one

생성물 1

HCID 223273361-benzyl-2-(6-methoxy-2-naphthyl)-3-pentyl-1H-indole수율 80%

시약·촉매·용매 2

HCID 702Ethanol용매3회
HCID 8900
Heptane
용매

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온도
10 °C

실험 절차

Generally, a suspension of equimolar amounts of 1-(6-methoxynaphthalen-2-yl)heptan-1-one and N-benzyl-N-phenylhydrazine hydrochloride (BPH) in ethanol is heated under reflux for five hours. Two portions of 0.1 equivalent of BPH in ethanol are added to the suspension at one hour intervals. Alternatively, the solution of BPH in ethanol is added to reaction mixture continuously. The resulting mixture is refluxed for an hour, diluted with heptane, and treated with water at 45° C. The organic and aqueous phases are separated, and the organic phase is washed with water and cooled to 10° C. to initiate crystallization. Upon cooling to −15° C., 80%-85% of crystalline 1-benzyl-2-(6-methoxy-naphthalen-2-yl)-3-pentyl-1H-indole is obtained.

후처리

  1. temperatureis heated
  2. temperatureunder reflux for five hours
  3. temperatureThe resulting mixture is refluxed for an hour
  4. customThe organic and aqueous phases are separated
  5. washthe organic phase is washed with water
  6. customcrystallization
  7. temperatureUpon cooling to −15° C.

출처 및 근거

ORD 기록
ord-1367d705423b450a9cedaa1405666a83
출처 데이터셋
uspto-grants-2008_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07323483B2

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