Diethyl Sulfate → 3-Chloro-4-fluorophenetole

HRID 2095624노트

반응식

HRID 2095624 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[CH:6][C:7]=1[F:8].[CH2:10](OS(OCC)(=O)=O)[CH3:11].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]([O:9][CH2:10][CH3:11])[CH:5]=[CH:6][C:7]=1[F:8]

참가 물질

5

반응물 3

HCID 6163Diethyl SulfateHCID 11430Potassium CarbonateHCID 757903-Chloro-4-fluorophenol

생성물 1

HCID 27737033-Chloro-4-fluorophenetole

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of 3-chloro-4-fluorophenol (2.0 g, 13.7 mmol), diethylsulfate (1.58 mL, 17.8 mmol) and K2CO3 (9.4 g, 68.5 mmol) in acetone (20 mL) was heated under refluxed for 3 h. The reaction mixture was filtered and concentrated. The residue was diluted with ethyl acetate (50 mL), washed with water (30 mL) and brine. The organic layer was dried (Na2SO4) and concentrated to give the title compound as a liquid. 1H NMR (CDCl3, 400 MHz): δ=1.39 (t, 3H, J=7.2 Hz), 3.97 (q, 2H, J=7.2 Hz), 6.71-6.74 (m, 1H), 6.89-6.91 (m, 1H), 7.02 (t, 1H, J=8.8 Hz).

후처리

  1. temperaturewas heated
  2. temperatureunder refluxed for 3 h
  3. filtrationThe reaction mixture was filtered
  4. concentrationconcentrated
  5. additionThe residue was diluted with ethyl acetate (50 mL)
  6. washwashed with water (30 mL) and brine
  7. dry with materialThe organic layer was dried (Na2SO4)
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1d69fe330c7c483785a8c4dc4a4b67f5
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08445510B2

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