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5-Fluoro-2-nitrobenzotrifluoride → 4-(4-Nitro-3-trifluoromethyl-phenylamino)-cyclohexanol

HRID 1890387
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HRID 1890387 반응식
F[C:2]1[CH:3]=[CH:4][C:5]([N+:12]([O-:14])=[O:13])=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[NH2:15][C@H:16]1[CH2:21][CH2:20][C@H:19]([OH:22])[CH2:18][CH2:17]1>CS(C)=O.ClCCl>[N+:12]([C:5]1[CH:4]=[CH:3][C:2]([NH:15][CH:16]2[CH2:21][CH2:20][CH:19]([OH:22])[CH2:18][CH2:17]2)=[CH:7][C:6]=1[C:8]([F:11])([F:10])[F:9])([O-:14])=[O:13]
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참가 물질

5

반응물 2

HCID 2230945-Fluoro-2-nitrobenzotrifluorideHCID 178511715HCID 178511715, 화합물

생성물 1

HCID 433862244-(4-Nitro-3-trifluoromethyl-phenylamino)-cyclohexanol

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 6344Dichloromethane용매

반응 조건

온도
95 °C

실험 절차

5-Fluoro-2-nitrobenzotrifluoride (400 mg, 1.91 mmol) and trans-4-aminocyclohexanol (220 mg, 1.91 mmol) are dissolved in dimethylsulfoxide (10 mL) and the reaction is then heated at 95° C. for 3.5 hours. After cooling to room temperature, the mixture is diluted with dichloromethane (15 mL) and washed with water (3×10 mL). The organic phase is collected and dried over sodium sulphate, filtered and concentrated under reduced pressure. The crude product is recrystallised from petrol ether. The desired product is finally isolated as a yellow solid (84% yield).

후처리

  1. temperatureAfter cooling to room temperature
  2. washwashed with water (3×10 mL)
  3. customThe organic phase is collected
  4. dry with materialdried over sodium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe crude product is recrystallised from petrol ether

출처 및 근거

ORD 기록
ord-9623d8423d6244eb89a4c3da0adb3087
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08507474B2

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