Water → 6-Methyl-2-nitrophenylpyruvic acid

HRID 1953851ノート

反応式

HRID 1953851 の反応式
[Na].[N+:2]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:6]=1[CH3:12])([O-:4])=[O:3].[C:13](OCC)(=[O:19])[C:14]([O:16]CC)=[O:15].O>C(O)C>[CH3:11][C:7]1[CH:8]=[CH:9][CH:10]=[C:5]([N+:2]([O-:4])=[O:3])[C:6]=1[CH2:12][C:13](=[O:19])[C:14]([OH:16])=[O:15]

参加物

6

反応物 4

HCID 962WaterHCID 67391,2-Dimethyl-3-nitrobenzeneHCID 7268Diethyl OxalateHCID 5360545Sodium

生成物 1

HCID 211942326-Methyl-2-nitrophenylpyruvic acid収率 94.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Sodium metal (3.80 g, 165 mmol) was dissolved in absolute ethanol (66 mL) at 0° C. The 3-nitro-o-xylene (10 g, 66.2 mmol) and diethyl oxalate (18 mL, 132 mmol) were then added and the reaction was warmed to room temperature and stirred for 18 hours. The reaction was refluxed for 30 minutes, then cooled and water (22 mL) was added and the reaction was stirred at room temperature for one hour. The reaction was concentrated to remove the ethanol, then extracted with ethyl acetate, washed with brine, dried over sodium sulfate, filtered and concentrated to provide the desired product (13.92 g, 94%).

後処理

  1. temperatureThe reaction was refluxed for 30 minutes
  2. temperaturecooled
  3. stirringthe reaction was stirred at room temperature for one hour
  4. concentrationThe reaction was concentrated
  5. customto remove the ethanol
  6. extractionextracted with ethyl acetate
  7. washwashed with brine
  8. dry with materialdried over sodium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated

出典と根拠

ORDレコード
ord-99e359eefa6243b5908a714353b47a5f
出典データセット
uspto-grants-2000_09
特許番号
US06117885

反応ノート

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