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2-Chloroethanol → 3-(p-methoxybenzoyl)-N-(2-hydroxyethyl)indole

HRID 247558
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인쇄 미리보기

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HRID 247558 반응식
[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:6]([C:7]([C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[NH:11][CH:10]=2)=[O:8])=[CH:5][CH:4]=1.Cl[CH2:21][CH2:22][OH:23]>CN(C)C=O.C[O-].[Na+]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:11]([CH2:21][CH2:22][OH:23])[CH:10]=2)=[O:8])=[CH:18][CH:19]=1
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참가 물질

5

반응물 2

HCID 342-ChloroethanolHCID 211017Ketone, indol-3-yl p-methoxyphenyl (6CI,8CI)

생성물 1

HCID 136694973-(p-methoxybenzoyl)-N-(2-hydroxyethyl)indole

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 10942334Sodium Methoxide용매

반응 조건

온도
110 °C

실험 절차

5 g of 3-(p-methoxybenzoyl)indole were dissolved in 30 ml of dimethylformamide containing 1.3 g of sodium methoxide. 1.93 g of 2-chloroethanol was added to the solution followed by stirring at 110° C. for 1 hour. The solution was concentrated under reduced pressure and was extracted with 100 ml of chloroform and 50 ml of water. After evaporating the organic layer to dryness, the residue was recrystallized from ethanol to give 3-(p-methoxybenzoyl)-N-(2-hydroxyethyl)indole (compound 21). (Yield: 51%).

후처리

  1. concentrationThe solution was concentrated under reduced pressure
  2. extractionwas extracted with 100 ml of chloroform and 50 ml of water
  3. customAfter evaporating the organic layer to dryness
  4. customthe residue was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-957b8c96f7994914a1055b400eb8ea7d
출처 데이터셋
uspto-grants-1987_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04708961

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