Water → 5-(3-Fluorophenoxy)thiophene-2-carbonitrile

HRID 2080065

反応式

HRID 2080065 の反応式
[N+]([C:4]1[S:8][C:7]([C:9]#[N:10])=[CH:6][CH:5]=1)([O-])=O.[F:11][C:12]1[CH:13]=[C:14]([OH:18])[CH:15]=[CH:16][CH:17]=1.C(=O)([O-])[O-].[K+].[K+].O>CS(C)=O.C(OCC)(=O)C>[F:11][C:12]1[CH:13]=[C:14]([CH:15]=[CH:16][CH:17]=1)[O:18][C:4]1[S:8][C:7]([C:9]#[N:10])=[CH:6][CH:5]=1

参加物

7

反応物 4

HCID 962WaterHCID 97433-FluorophenolHCID 11430Potassium CarbonateHCID 5192945-Nitrothiophene-2-carbonitrile

生成物 1

HCID 231306135-(3-Fluorophenoxy)thiophene-2-carbonitrile収率 23.8%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

5-Nitrothiophene-2-carbonitrile (2 g, 13 mmol), 3-fluorophenol (1.75 g, 15.6 mmol) and potassium carbonate (3.6 g, 26 mmol) were suspended in dimethylsulfoxide (15 mL), and the mixture was stirred at room temperature for 16 hours. Water and ethyl acetate were added for partitioning, silica gel was added to the organic layer, and the solvent was evaporated in vacuo for adsorption. Purification was carried out by silica gel column chromatography (hexane:ethyl acetate=10:1), and the title compound (670 mg, 3.1 mmol, 23.5%) was obtained as an oil.

後処理

  1. customfor partitioning
  2. additionsilica gel was added to the organic layer
  3. customthe solvent was evaporated in vacuo for adsorption
  4. customPurification

出典と根拠

ORDレコード
ord-a94c4a9e167146c893a6bacce3f2f810
出典データセット
uspto-grants-2011_04
特許番号
US07932272B2

関連ノート

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