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3-Hydroxyacetophenone → 1-[3-(3-Phenylpropoxy)phenyl]ethan-1-one

HRID 17887
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인쇄 미리보기

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HRID 17887 반응식
[OH:1][C:2]1[CH:3]=[C:4]([C:8](=[O:10])[CH3:9])[CH:5]=[CH:6][CH:7]=1.Br[CH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.[I-].[Na+]>[C:15]1([CH2:14][CH2:13][CH2:12][O:1][C:2]2[CH:3]=[C:4]([C:8](=[O:10])[CH3:9])[CH:5]=[CH:6][CH:7]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 84873-HydroxyacetophenoneHCID 11430Potassium CarbonateHCID 12503(3-Bromopropyl)benzene

생성물 1

HCID 214224401-[3-(3-Phenylpropoxy)phenyl]ethan-1-one수율 94.4%

시약·촉매·용매 2

HCID 5238Sodium Iodide촉매HCID 6228Dimethylformamide
용매

실험 절차

3′-Hydroxyacetophenone (6.81 g, 50 mmol) and 1-bromo-3-phenyl propane (11.95 g, 60 mmol) were dissolved in dimethylformamide (70 ml). Then, potassium carbonate (15 g) and sodium iodide (0.5 g) were added thereto and the mixture was allowed to react for 7 hours at 80° C. Ethyl acetate (300 ml) and purified water (200 ml) were further added to the reaction mixture prior to stirring for 30 min. The organic layer extracted with ethyl acetate was dried over anhydrous magnesium sulfate, concentrated, and the resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:5) to obtain the title compound (12.0 g, yield 94.2%) as a gel.

후처리

  1. customto react for 7 hours at 80° C
  2. customEthyl acetate (300 ml) and purified water (200 ml)
  3. additionwere further added to the reaction mixture
  4. extractionThe organic layer extracted with ethyl acetate
  5. dry with materialwas dried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customthe resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:5)

출처 및 근거

ORD 기록
ord-4521dbc84ec14ce1a4ca820a0481d911
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07741323B2

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