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Chlorosuccinimide → N-Hydroxy-2-(trifluoromethoxy)benzimidoyl chloride

HRID 1748150
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반응식

HRID 1748150 반응식
C1C(=O)N([Cl:8])C(=O)C1.[F:9][C:10]([F:22])([F:21])[O:11][C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1/[CH:14]=[N:15]/[OH:16]>CN(C)C=O.O>[F:9][C:10]([F:21])([F:22])[O:11][C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1/[C:14](=[N:15]/[OH:16])/[Cl:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 31398ChlorosuccinimideHCID 58138479Benzaldehyde, 2-(trifluoromethoxy)-, oxime

생성물 1

HCID 58138614N-Hydroxy-2-(trifluoromethoxy)benzimidoyl chloride

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

NCS (22 g, 166.04 mmol, 1.12 equiv) was slowly added to a stirred solution of (E)-2-(trifluoromethoxy)benzaldehyde oxime (30 g, 146.27 mmol, 1.00 equiv) in N,N-dimethylformamide (300 mL) keeping the internal temperature below 25°C. The reaction mixture was stirred fo(1 h at room temperature. The resulting solution was diluted with water (300 mL) and extracted with ethyl acetate (2×500 mL). The organic layers were combined, washed with brine (5×300 mL), dried over anhydrous sodium sulfate, and concentrated under vacuum to give (Z)-2-(trifluoromethoxy)benzoyl chloride oxime as a light yellow crystalline solid.

후처리

  1. customthe internal temperature below 25°C
  2. custom1 h
  3. customat room temperature
  4. extractionextracted with ethyl acetate (2×500 mL)
  5. washwashed with brine (5×300 mL)
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-998aa662b8394659914b96e9c821ccf1
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09150568B2

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