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

HRID 714052ノート

反応式

HRID 714052 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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)+.

後処理

  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%)

出典と根拠

ORDレコード
ord-6700f5b63f0847f69204989a9b920da9
出典データセット
uspto-grants-2015_11
特許番号
US09187429B2

反応ノート

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