Triphosgene → HCID 86625045, 화합물

HRID 2064129

반응식

HRID 2064129 반응식
[Cl:1][C:2]1[C:3]([C:10]([F:13])([F:12])[F:11])=[CH:4][C:5]([I:9])=[C:6]([CH:8]=1)[NH2:7].[C:14](=O)(OC(Cl)(Cl)Cl)[O:15]C(Cl)(Cl)Cl>O1CCOCC1>[Cl:1][C:2]1[CH:8]=[C:6]([N:7]=[C:14]=[O:15])[C:5]([I:9])=[CH:4][C:3]=1[C:10]([F:13])([F:11])[F:12]

참가 물질

4

반응물 2

HCID 94429TriphosgeneHCID 593205585-Chloro-2-iodo-4-(trifluoromethyl)aniline

생성물 1

HCID 86625045HCID 86625045, 화합물

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
100 °C

실험 절차

5-Chloro-2-iodo-4-(trifluoromethyl)aniline D10 (7.7 mmol, 2.2 g), bis(trichloromethyl) carbonate (0.35 eq., 2.7 mmol, 800 mg) were dissolved in 1,4-dioxane (10 ml) and the mixture was heated to 100° C. for 15 minutes; the mixture was then cooled to room temperature and it was filtered. The filtrate was concentrated to afford 1-chloro-4-iodo-5-isocyanato-2-(trifluoromethyl)benzene which was dissolved in dichloromethane (10 ml) and 1,1-dimethylethyl 4-amino-1-piperidinecarboxylate (2 eq., 11.4 mmol, 2.28 g) was added at room temperature; the mixture was stirred at room temperature for 1.5 hours. Solvent was subsequently evaporated and the crude obtained was purified by chromatography (ethyl acetate-n-hexane) to afford the title compound, 1.46 g, 46%, M+−H=546.

후처리

  1. temperaturethe mixture was then cooled to room temperature
  2. filtrationit was filtered
  3. concentrationThe filtrate was concentrated

출처 및 근거

ORD 기록
ord-50dce8242d7f41bc8da20d0c2e6c4ae6
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08288412B2

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