Methyl iodide → 1-(5-Chloro-2-methoxyphenyl)ethanone

HRID 1443694

반응식

HRID 1443694 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:11])=[C:6]([C:8](=[O:10])[CH3:9])[CH:7]=1.[C:12]([O-])([O-])=O.[K+].[K+].CI>C(#N)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][CH3:12])=[C:6]([C:8](=[O:10])[CH3:9])[CH:7]=1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 740613-Chloro-6-hydroxyacetophenone

생성물 1

HCID 2404341-(5-Chloro-2-methoxyphenyl)ethanone수율 79.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
85 °C

실험 절차

Dissolve 5′-chloro-2′-hydroxyacetophenone (15.3594 g, 90.03 mmol) in 100 mL of anhydrous acetonitrile in a pressure vessel. Add K2CO3 (13.7541 g, 99.52 mmol) and MeI (25.56 mL, 180.06 mmol) to the vessel. Seal the vessel and heat the reaction mixture to 85° C. for 18 hours. Cool the reaction and concentrate it in vacuo. Partition the residue between Et2O and H2O. Wash the organic layers with 2N NaOH (2×). Dry the combined organic layers with MgSO4. Filter off the drying agent and concentrate in vacuo to afford 13.15 g of 1-(5-chloro-2-methoxy-phenyl)-ethanone (79%).

후처리

  1. customSeal the vessel
  2. temperatureCool
  3. customthe reaction
  4. concentrationconcentrate it in vacuo
  5. customPartition the residue between Et2O and H2O
  6. washWash the organic layers with 2N NaOH (2×)
  7. dry with materialDry the combined organic layers with MgSO4
  8. filtrationFilter off the drying agent
  9. concentrationconcentrate in vacuo

출처 및 근거

ORD 기록
ord-e324b1916b7542d6b15e3a4e10d4b8fd
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07662771B2

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