Diphosgene → 1-Bromo-4-isocyanato-2-(trifluoromethyl)benzene

HRID 598454

반응식

HRID 598454 반응식
Cl.[Br:2][C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][C:4]=1[C:10]([F:13])([F:12])[F:11].Cl[C:15](OC(Cl)(Cl)Cl)=[O:16]>C1(C)C=CC=CC=1>[Br:2][C:3]1[CH:9]=[CH:8][C:6]([N:7]=[C:15]=[O:16])=[CH:5][C:4]=1[C:10]([F:11])([F:12])[F:13]

참가 물질

4

반응물 2

HCID 10426DiphosgeneHCID 667457074-bromo-3-(trifluoromethyl)aniline HCl salt

생성물 1

HCID 231372171-Bromo-4-isocyanato-2-(trifluoromethyl)benzene수율 86%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A suspension of 4-bromo-3-(trifluoromethyl)aniline HCl salt (36.8 g, 133 mmol) in toluene (278 mL) was treated with trichloromethyl chloroformate dropwise and the resulting mixture was heated at the reflux temp. for 18 h. The resulting mixture was concentrated under reduced pressure. The residue was treated with toluene (500 mL), then concentrated under reduced pressure. The residue was treated with CH2Cl2 (500 mL), then concentrated under reduced pressure. The CH2Cl2 treatment/concentration protocol was repeated and resulting amber oil was stored at −20° C. for 16 h, to afford 4-bromo-3-(trifluoromethyl)phenyl isocyanate as a tan solid (35.1 g, 86%): GC-MS m/z 265 (M+).

후처리

  1. temperaturethe resulting mixture was heated at the reflux temp
  2. concentrationThe resulting mixture was concentrated under reduced pressure
  3. additionThe residue was treated with toluene (500 mL)
  4. concentrationconcentrated under reduced pressure
  5. additionThe residue was treated with CH2Cl2 (500 mL)
  6. concentrationconcentrated under reduced pressure
  7. concentrationThe CH2Cl2 treatment/concentration protocol
  8. customresulting amber oil
  9. waitwas stored at −20° C. for 16 h

출처 및 근거

ORD 기록
ord-4abbbe596d96421a9dff19809ede2210
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07897623B2

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