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2-Bromopropane → HCID 86686574, 화합물

HRID 1528092
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HRID 1528092 반응식
[F:1][C:2]1[C:10]([N+:11]([O-])=O)=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([CH3:16])([CH3:15])[C:5](=[O:14])[NH:6]2.C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH:24]([CH3:26])[CH3:25].[Cl-].[NH4+]>CN(C=O)C>[NH2:11][C:10]1[C:2]([F:1])=[C:3]2[C:7](=[CH:8][CH:9]=1)[N:6]([CH:24]([CH3:26])[CH3:25])[C:5](=[O:14])[C:4]2([CH3:16])[CH3:15]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 63582-BromopropaneHCID 10796Cesium carbonateHCID 25517Ammonium ChlorideHCID 86686556HCID 86686556, 화합물

생성물 1

HCID 86686574HCID 86686574, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

To a solution of 4-fluoro-3,3-dimethyl-5-nitro-1,3-dihydro-2H-indol-2-one (500 mg) and cesium carbonate (1.82 g) in DMF (10 mL) was added dropwise 2-bromopropane (0.523 mL) at room temperature, and the mixture was stirred at 80° C. for 2 hr under a nitrogen atmosphere. To the reaction mixture was added saturated aqueous ammonium chloride solution at 0° C., and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was dissolved in ethanol (10 mL), palladium on carbon (containing water (50%), 237 mg) was added thereto, and the mixture was stirred at room temperature for 2 hr under a hydrogen atmosphere. The palladium on carbon was removed by filtration, and the filtrate was concentrated under reduced pressure to give the title compound (330 mg).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with water and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. dissolutionThe obtained residue was dissolved in ethanol (10 mL)
  6. additionpalladium on carbon (containing water (50%), 237 mg) was added
  7. stirringthe mixture was stirred at room temperature for 2 hr under a hydrogen atmosphere
  8. customThe palladium on carbon was removed by filtration
  9. concentrationthe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-f50f2ef296fb40c98aaf496192005f1c
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09090586B2

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