Phenylglyoxylic Acid → 1-(2,2-difluoroethyl)-3-phenyl-quinoxalin-2(1H)-one

HRID 76360

反応式

HRID 76360 の反応式
[F:1][CH:2]([F:12])[CH2:3][NH:4][C:5]1[C:6]([NH2:11])=[CH:7][CH:8]=[CH:9][CH:10]=1.O=[C:14]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:15](O)=[O:16]>CO>[F:1][CH:2]([F:12])[CH2:3][N:4]1[C:5]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:11]=[C:14]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:15]1=[O:16]

参加物

4

反応物 2

HCID 11915Phenylglyoxylic AcidHCID 58110951N-(2,2-difiuoroethyl)benzene-1,2-diamine

生成物 1

HCID 442244821-(2,2-difluoroethyl)-3-phenyl-quinoxalin-2(1H)-one収率 35%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 400 mg (2.32 mM) of N-(2,2-difluoroethyl)benzene-1,2-diamine in 7 ml of methanol were added 349 mg (2.32 mM) of 2-Oxo-2-phenylacetic acid. The mixture was refluxed for 3 h and the solvent was then removed under vacuum. The residue was further purified by silica gel column chromatography using dichloromethane/cyclohexane as eluant, to give 231.8 mg of 1-(2,2-difluoroethyl)-3-phenyl-quinoxalin-2(1H)-one as a pale beige solid. Yield: 35%.

後処理

  1. temperatureThe mixture was refluxed for 3 h
  2. customthe solvent was then removed under vacuum
  3. customThe residue was further purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-7355d6aaf8354d5db745df9bfdc45ccd
出典データセット
uspto-grants-2014_09
特許番号
US08835634B2

関連ノート

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