Water → 1-(3-Ethoxyphenyl)ethanone

HRID 495722노트

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HRID 495722 반응식
[OH:1][C:2]1[CH:3]=[C:4]([C:8](=[O:10])[CH3:9])[CH:5]=[CH:6][CH:7]=1.[CH2:11](I)[CH3:12].C(=O)([O-])[O-].[K+].[K+].O>C(#N)C.C(OCC)(=O)C>[CH2:11]([O:1][C:2]1[CH:3]=[C:4]([C:8](=[O:10])[CH3:9])[CH:5]=[CH:6][CH:7]=1)[CH3:12]

참가 물질

7

반응물 4

HCID 962WaterHCID 6340IodoethaneHCID 84873-HydroxyacetophenoneHCID 11430Potassium Carbonate

생성물 1

HCID 37702501-(3-Ethoxyphenyl)ethanone

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

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온도
70 °C

실험 절차

3′-Hydroxyacetophenone (200 mg) was dissolved in acetonitrile (4 ml). After adding ethyl iodide (0.2 ml) and potassium carbonate (347 mg), the mixture was stirred at 70° C. for 9 hours. After 9 hours, water and ethyl acetate were added to the reaction mixture followed by separation. The organic layer was washed with a saturated aqueous solution of sodium chloride, dried over sodium sulfate, filtered and concentrated. The crude product thus obtained was purified by silica gel chromatography (n-hexane:ethyl acetate=8:1) to thereby give 204 mg of 3′-ethoxyacetophenone. The procedure employed for the synthesis of F-12 was repeated, but replacing the 3′-methoxyacetophenone by 3′-ethoxyacetophenone to thereby give (±)-N-(1-(3-ethoxyphenyl)ethyl)-2-(2′,5′-dichlorophenylthio)ethylamine (F-63). MS m/z: 369 (M+).

후처리

  1. waitAfter 9 hours
  2. customfollowed by separation
  3. washThe organic layer was washed with a saturated aqueous solution of sodium chloride
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe crude product thus obtained
  8. customwas purified by silica gel chromatography (n-hexane:ethyl acetate=8:1)

출처 및 근거

ORD 기록
ord-eafb33d9a94b48debefd4ad7ee5e5367
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06939895B2

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