Water → 4-(2,3,4-TRIMETHOXYPHENYL)-4-OXOBUTYRIC ACID

HRID 1944646

反応式

HRID 1944646 の反応式
[OH-].[Na+].C[O:4][C:5](=[O:22])[CH2:6][CH2:7][C:8](=[O:21])[C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([O:17][CH3:18])[C:10]=1[O:19][CH3:20].O>CO>[O:21]=[C:8]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([O:17][CH3:18])[C:10]=1[O:19][CH3:20])[CH2:7][CH2:6][C:5]([OH:22])=[O:4]

参加物

5

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 447204584-Oxo-4-(2,3,4-trimethoxy-phenyl)-butyric acid methyl ester

生成物 1

HCID 109454324-(2,3,4-TRIMETHOXYPHENYL)-4-OXOBUTYRIC ACID収率 94%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

5.95 g of sodium hydroxide was dissolved in 200 mL of methanol in a 500 mL round bottom flask. The reaction mixture was cooled to room temperature and 55 (6.78 g, 22.90 mmol) was added followed by 20 mL of water and 100 mL of methanol and the reaction mixture was refluxed for 30 min. The solvent was evaporated under reduced pressure and the reaction mixture was neutralized with dilute hydrochloric acid and the reaction mixture was extracted with ether (100×3) and the combined organic phases were washed with water and dried over sodium sulfate and solvent evaporated under reduced pressure. The crude product was purified by column chromatography (20:80 EtOAc:Hexanes) to yield 5.43 g of 56 as tan colored solid (94%).

後処理

  1. temperaturethe reaction mixture was refluxed for 30 min
  2. customThe solvent was evaporated under reduced pressure
  3. extractionthe reaction mixture was extracted with ether (100×3)
  4. washthe combined organic phases were washed with water
  5. dry with materialdried over sodium sulfate and solvent
  6. customevaporated under reduced pressure
  7. customThe crude product was purified by column chromatography (20:80 EtOAc:Hexanes)

出典と根拠

ORDレコード
ord-f997928ab26c456ca625a9618626dec3
出典データセット
uspto-grants-2013_03
特許番号
US08394859B2

関連ノート

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