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Hydrochloric Acid → 5-[3-(4-Bromo-phenyl)-3-o-tolyl-propionyl]-1H-pyridin-2-one

HRID 1617634
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HRID 1617634 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[CH3:26])[CH2:9][C:10]([C:12]2[CH:13]=[N:14][C:15]([O:18]C)=[CH:16][CH:17]=2)=[O:11])=[CH:4][CH:3]=1.Cl>O1CCOCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[CH3:26])[CH2:9][C:10]([C:12]2[CH:17]=[CH:16][C:15](=[O:18])[NH:14][CH:13]=2)=[O:11])=[CH:6][CH:7]=1
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참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 670155693-(4-Bromo-phenyl)-1-(6-methoxy-pyridin-3-yl)-3-o-tolyl-propan-1-one

생성물 1

HCID 666688905-[3-(4-Bromo-phenyl)-3-o-tolyl-propionyl]-1H-pyridin-2-one수율 91.1%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
100 °C

실험 절차

To a solution of 3-(4-bromo-phenyl)-1-(6-methoxy-pyridin-3-yl)-3-o-tolyl-propan-1-one (384 mg) in 1,4-dioxane (16 ml) was added concentrated aqueous HCl (17 ml). The mixture was stirred for 1.5 h at 100° C. After cooling to room temperature, the mixture was poured into ice and extracted with ethyl acetate. The organic phase was dried (MgSO4), filtered and concentrated to dryness. The product was purified by chromatography (SiO2, dichloromethane/methanol 1:0 to 9:1) to give the title compound (338 mg) as a colorless foam, MS (ESI−): m/z=393.8 [M−H]−.

후처리

  1. temperatureAfter cooling to room temperature
  2. additionthe mixture was poured into ice
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic phase was dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated to dryness
  7. customThe product was purified by chromatography (SiO2, dichloromethane/methanol 1:0 to 9:1)

출처 및 근거

ORD 기록
ord-85d3e4debee84a1ea4a16442e0278677
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08765730B2

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