Water → 4-Chloro-2-fluoro-1-(2,2,2-trifluoroethoxy)benzene

HRID 250691

반응식

HRID 250691 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([F:9])[CH:3]=1.[F-].[K+].[F:12][C:13]([F:17])([F:16])[CH2:14]I.O>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:14][C:13]([F:17])([F:16])[F:12])=[C:4]([F:9])[CH:3]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 677091,1,1-Trifluoro-2-iodoethaneHCID 1819754-Chloro-2-fluorophenolHCID 522689Potassium Fluoride

생성물 1

HCID 595067484-Chloro-2-fluoro-1-(2,2,2-trifluoroethoxy)benzene

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
50 °C

실험 절차

To 4-Chloro-2-fluoro-phenol (521, 5.0 g, 0.034 mol) in methanol (50.0 mL) was added potassium fluoride (2.2 g, 0.038 mol). The solvent was removed. The resulting salt was added to N,N-dimethylformaldehyde (25 mL), followed by adding 1,1,1-trifluoro-2-iodo-ethane (8.60 g, 40.9 mmol). The reaction was stirred at 50° C. overnight. The reaction was poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 20% ethyl acetate in hexane to give colorless oil (522, 2.0 g, 26%).

후처리

  1. customThe solvent was removed
  2. additionThe resulting salt was added to N,N-dimethylformaldehyde (25 mL)
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated
  7. custompurified by silica gel column chromatography
  8. washeluting with 20% ethyl acetate in hexane
  9. customto give colorless oil (522, 2.0 g, 26%)

출처 및 근거

ORD 기록
ord-ab781a94c0dc4f69bbadf41c9159313c
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863288B2

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