Potassium Carbonate → Oxazole, 5-[3-fluoro-4-(trifluoromethyl)phenyl]-

HRID 714052노트

반응식

HRID 714052 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[C:10]([F:13])([F:12])[F:11])[CH:5]=[O:6].C1(C)C=CC(S([CH2:23][N+:24]#[C-:25])(=O)=O)=CC=1.C(=O)([O-])[O-].[K+].[K+]>CO>[F:1][C:2]1[CH:3]=[C:4]([C:5]2[O:6][CH:25]=[N:24][CH:23]=2)[CH:7]=[CH:8][C:9]=1[C:10]([F:11])([F:12])[F:13]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 161915Tosylmethyl isocyanideHCID 27375373-Fluoro-4-(trifluoromethyl)benzaldehyde

생성물 1

HCID 86699311Oxazole, 5-[3-fluoro-4-(trifluoromethyl)phenyl]-

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 3-fluoro-4-(trifluoromethyl)benzaldehyde (1.40 g, 7.07 mmol) and p-toluenesulfonylmethyl isocyanide (1.53 g, 7.68 mmol; TosMIC) in MeOH (100 mL) was treated with potassium carbonate (1.97 g, 14.14 mmol) and the suspension heated to reflux for 14 h. After being cooled to room temperature, the solvent was removed under reduced pressure and the crude product triturated with water at 0° C. (2×25 mL). The slightly orange precipitate was collected by filtration and dried under vacuum (4.46 g, 92%). MS: 232.0 (M+H)+.

후처리

  1. temperaturethe suspension heated
  2. temperatureto reflux for 14 h
  3. customthe solvent was removed under reduced pressure
  4. customthe crude product triturated with water at 0° C. (2×25 mL)
  5. filtrationThe slightly orange precipitate was collected by filtration
  6. customdried under vacuum (4.46 g, 92%)

출처 및 근거

ORD 기록
ord-6700f5b63f0847f69204989a9b920da9
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09187429B2

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