(3-Bromopropyl)benzene → 6-(2-Chlorophenyl)-3-methyl-2-(3-phenylpropyl)-4,5,6,7-tetrahydroindazol-4-one

HRID 1700689노트

반응식

HRID 1700689 반응식
[H-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]1[CH2:18][C:17]2[NH:16][N:15]=[C:14]([CH3:19])[C:13]=2[C:12](=[O:20])[CH2:11]1.[C:21]1([CH2:27][CH2:28][CH2:29]Br)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CN(C)C=O>[Cl:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]1[CH2:18][C:17]2[N:16]([CH2:29][CH2:28][CH2:27][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[N:15]=[C:14]([CH3:19])[C:13]=2[C:12](=[O:20])[CH2:11]1.[Cl:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]1[CH2:18][C:17]2[C:13](=[C:14]([CH3:19])[N:15]([CH2:29][CH2:28][CH2:27][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[N:16]=2)[C:12](=[O:20])[CH2:11]1

참가 물질

6

반응물 3

HCID 12503(3-Bromopropyl)benzeneHCID 24758Sodium hydrideHCID 1784341903-Methyl-6-(2-chlorophenyl)-4,5,6,7-tetrahydroindazol-4-one

생성물 2

HCID 183174356-(2-Chlorophenyl)-3-methyl-2-(3-phenylpropyl)-4,5,6,7-tetrahydroindazol-4-oneHCID 183174726-(2-Chlorophenyl)-3-methyl-1-(3-phenylpropyl)-4,5,6,7-tetrahydroindazol-4-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

To a suspension of 60% sodium hydride (0.068 g, washed with hexane thrice) in dimethylformamide (10 ml) was added a solution of 6-(2-chlorophenyl)-3-methyl-4,5,6,7-tetrahydroindazol-4-one (0.4 g) in dimethylformamide (2 ml) at 0° C., and the mixture was stirred at room temperature for 40 minutes. To the mixture was added 3-phenylpropyl bromide (0.32 g), and the mixture was stirred at the same temperature for 19 hours. Under reduced pressure, the solvent was evaporated, and the residue was dissolved in ethyl acetate. The solution was washed with water and saturated brine, dried with magnesium sulfate and concentrated under reduced pressure, and the residue was purified with silica gel column chromatography (ethyl acetate-hexane) to give 6-(2-chlorophenyl)-3-methyl-1-(3-phenylpropyl)-4,5,6,7-tetrahydroindazol-4-one (0.20 g) as colorless crystals and 6-(2-chlorophenyl)-3-methyl-2-(3-phenylpropyl)-4,5,6,7-tetrahydroindazol-4-one (0.26 g) as oil.

후처리

  1. stirringthe mixture was stirred at the same temperature for 19 hours
  2. customUnder reduced pressure, the solvent was evaporated
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. washThe solution was washed with water and saturated brine
  5. dry with materialdried with magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customthe residue was purified with silica gel column chromatography (ethyl acetate-hexane)

출처 및 근거

ORD 기록
ord-4a3c2c6df6d543419743ec5728e39299
출처 데이터셋
uspto-grants-2002_02
특허 번호
US06350749B1

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