4-Nitrophenol → 1-Nitro-4-(2,2,3,3-tetrafluoropropoxy)benzene

HRID 450087

반응식

HRID 450087 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].C(=O)([O-])[O-].[K+].[K+].[F:17][CH:18]([F:24])[C:19]([F:23])([F:22])[CH2:20]I>CN(C=O)C>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:20][C:19]([F:23])([F:22])[CH:18]([F:24])[F:17])=[CH:6][CH:5]=1)([O-:3])=[O:2]

참가 물질

5

반응물 3

HCID 9804-NitrophenolHCID 11430Potassium CarbonateHCID 5428611,1,2,2-Tetrafluoro-3-iodopropane

생성물 1

HCID 196147161-Nitro-4-(2,2,3,3-tetrafluoropropoxy)benzene수율 71.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
105 °C

실험 절차

To a solution of 4-nitro phenol (860 mg, 6.1 mmol) in DMF (10 ml) was added potassium carbonate (1.4 g, 10 mmol) and 1,1,2,2-tetrafluoro-3-iodo-propane (500 mg, 2 mmol). The reaction mixture was heated at 100-110° C. for 6 hr, then cooled to room temperature and filtered. The filtrate was diluted with ethyl acetate (100 ml), then washed once with 5% sodium hydroxide solution, several times with water, and finally brine. The organic layer was then dried over anhydrous sodium sulfate, filtered, and evaporated to dryness to give 1-nitro-4-(2,2,3,3-tetrafluoro-propoxy)-benzene (360 mg, 68%) as solid.

후처리

  1. temperaturecooled to room temperature
  2. filtrationfiltered
  3. additionThe filtrate was diluted with ethyl acetate (100 ml)
  4. washwashed once with 5% sodium hydroxide solution, several times with water, and finally brine
  5. dry with materialThe organic layer was then dried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. customevaporated to dryness

출처 및 근거

ORD 기록
ord-b9e4c414742c491f86044bfc0296ec7a
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08486962B2

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