Ethyl Acetate → [(4'-Fluoro-4-methylbiphenyl-3-yl)amino] (oxo)acetic acid

HRID 1963999ノート

反応式

HRID 1963999 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[C:10]([NH2:15])[CH:9]=2)=[CH:4][CH:3]=1.[C:16](=[O:19])([O-])[O-:17].[K+].[K+].[C:22](OCC)(=[O:24])C>C1COCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[C:10]([NH:15][C:22](=[O:24])[C:16]([OH:17])=[O:19])[CH:9]=2)=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 463144304'-Fluoro-4-methylbiphenyl-3-amine

生成物 1

HCID 66878221[(4'-Fluoro-4-methylbiphenyl-3-yl)amino] (oxo)acetic acid

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

2.0 g (9.9 mmol) of 4′-fluoro-4-methylbiphenyl-3-amine and 1.64 g (11.9 mmol) of potassium carbonate were suspended in THF, and 1.49 g (10.9 mmol) of chloroglyoxylic acid ethyl were added thereto at 0° C., and stirred at room temperature for 4 hours. After completion of the reaction, ethyl acetate was added to the mixture, and the mixture was washed with an aqueous sodium bicarbonate solution and a sodium chloride solution in this order. The resulting organic layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to give 2.76 g of [(4′-fluoro-4-methylbiphenyl-3-yl)amino] (oxo)acetic acid.ethyl ester (yield: 93%).

後処理

  1. additionwas added to the mixture
  2. washthe mixture was washed with an aqueous sodium bicarbonate solution
  3. dry with materialThe resulting organic layer was dried over anhydrous sodium sulfate
  4. distillationthe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-5096bb7463014ed393a503b841547087
出典データセット
uspto-grants-2013_04
特許番号
US08415479B2

反応ノート

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