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2',4'-Dihydroxyacetophenone → 1-(2-Hydroxy-4-(methoxymethoxy)phenyl)ethanone

HRID 1879552
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HRID 1879552 반응식
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[C:9](=[O:11])[CH3:10].C([O-])([O-])=O.[K+].[K+].Cl[CH2:19][O:20][CH3:21]>CC(C)=O>[OH:1][C:2]1[CH:7]=[C:6]([O:8][CH2:19][O:20][CH3:21])[CH:5]=[CH:4][C:3]=1[C:9](=[O:11])[CH3:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 69902',4'-DihydroxyacetophenoneHCID 7864Chloromethyl Methyl EtherHCID 11430Potassium Carbonate

생성물 1

HCID 117455591-(2-Hydroxy-4-(methoxymethoxy)phenyl)ethanone수율 61.2%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To 1-(2,4-dihydroxyphenyl)ethanone (1.52 g, 10 mmol) in 12 mL acetone was added K2CO3 (1.38 g, 10 mmol) followed by slow addition of chloro(methoxy)methane (885 mg, 11 mmol) with stirring under Ar atmosphere at rt. The reaction mixture was stirred at rt for 4 h and filtered. Solid was washed with EtOAc (80 mL) and the combined filtrate was washed with NaH2PO4 (sat. 50 mL) and water (80 mL) and dried over MgSO4 and concentrated. The crude product was purified with silica chromatography (hexane/EtOAc) to afford 1-(2-hydroxy-4-(methoxymethoxy)phenyl)ethanone as a off-white solid (1.2 g, 61%). MS (ESI) m/z 197 (M+H+).

후처리

  1. stirringThe reaction mixture was stirred at rt for 4 h
  2. filtrationfiltered
  3. washSolid was washed with EtOAc (80 mL)
  4. washthe combined filtrate was washed with NaH2PO4 (sat. 50 mL) and water (80 mL)
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated
  7. customThe crude product was purified with silica chromatography (hexane/EtOAc)

출처 및 근거

ORD 기록
ord-aba515d1a6f74cd1ba57b962ba9da9eb
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08318132B2

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