O-Methylhydroxylamine → Phenyl(4-(trifluoromethyl)phenyl)methanone O-methyl oxime

HRID 1622569

반응식

HRID 1622569 반응식
[C:1]1([C:7]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:19][O:20][NH2:21].CCOC(C)=O>N1C=CC=CC=1>[CH3:19][O:20][N:21]=[C:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[C:9]1[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=1

참가 물질

5

반응물 3

HCID 4113O-Methylhydroxylamine2회HCID 8857Ethyl AcetateHCID 697674-(Trifluoromethyl)benzophenone

생성물 1

HCID 76047680Phenyl(4-(trifluoromethyl)phenyl)methanone O-methyl oxime수율 99.4%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a 100-mL round-bottomed flask, phenyl(4-(trifluoromethyl)phenyl)-methanone (1.0105 g, 4.039 mmol) and methoxyamine (0.4208 g, 5.038 mmol) were dissolved in pyridine (10 mL). The mixture was stirred at rt overnight. Additional methoxyamine (0.1625 g) was added, and the solution was stirred at rt for 7 h. EtOAc was added and the organic phase was washed with water, 1 N HCl (2×), water, and then with brine. The organic phase was dried over sodium sulfate, filtered and concentrated in vacuo to afford a clear oil. The oil thus obtained was purified by Biotage (EtOAc/hexanes 0-20%) to afford the title compound (1.12 g, 99.4%) as a clear oil.

후처리

  1. stirringthe solution was stirred at rt for 7 h
  2. washthe organic phase was washed with water, 1 N HCl (2×), water
  3. dry with materialThe organic phase was dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customto afford a clear oil
  7. customThe oil thus obtained
  8. customwas purified by Biotage (EtOAc/hexanes 0-20%)

출처 및 근거

ORD 기록
ord-329d0f7369864518b4df91bcd748e839
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08778941B2

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