Acetic Acid → 3-(2-Amino-4,5-dimethoxyphenyl)-2-methyl-2-propenoic acid ethyl ester

HRID 1976884ノート

反応式

HRID 1976884 の反応式
C(O)(=O)C.[CH2:5]([O:7][C:8](=[O:25])[C:9]([CH3:24])=[CH:10][C:11]1[CH:16]=[C:15]([O:17][CH3:18])[C:14]([O:19][CH3:20])=[CH:13][C:12]=1[N+:21]([O-])=O)[CH3:6]>[Fe].O>[CH2:5]([O:7][C:8](=[O:25])[C:9]([CH3:24])=[CH:10][C:11]1[CH:16]=[C:15]([O:17][CH3:18])[C:14]([O:19][CH3:20])=[CH:13][C:12]=1[NH2:21])[CH3:6]

参加物

5

反応物 2

HCID 176Acetic AcidHCID 702169653-(4,5-Dimethoxy-2-nitrophenyl)-2-methyl-2-propenoic acid ethyl ester

生成物 1

HCID 702131123-(2-Amino-4,5-dimethoxyphenyl)-2-methyl-2-propenoic acid ethyl ester収率 78%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 962Water溶媒

実験手順

Into 250 ml of glacial acetic acid, 19.0 g of 3-(4,5-dimethoxy-2-nitrophenyl)-2-methyl-2-propenoic acid ethyl ester were dissolved; and, with 15.0 g of iron powder and 20 ml of ion-exchanged water being added thereto, the mixture was refluxed under heating for 40 minutes. The resulting reaction liquid was filtered out, the filtrate was concentrated under a reduced pressure, and thus obtained residue was dissolved in ethyl acetate. The resulting solution was successively washed with water, a 5% aqueous sodium hydrogencarbonate solution, and a saturated aqueous sodium chloride solution. After this ethyl acetate solution was left on sodium sulfate anhydride for one night so as to be dried, ethyl acetate was evaporated under a reduced pressure, and the resulting residue was recrystallized from a mixed liquid of hexane/ethanol, whereby 12.5 g of the aimed product were obtained (yield: 78%).

後処理

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 40 minutes
  3. customThe resulting reaction liquid
  4. filtrationwas filtered out
  5. concentrationthe filtrate was concentrated under a reduced pressure, and thus obtained residue
  6. dissolutionwas dissolved in ethyl acetate
  7. washThe resulting solution was successively washed with water
  8. waitAfter this ethyl acetate solution was left on sodium sulfate anhydride for one night so as
  9. customto be dried
  10. customethyl acetate was evaporated under a reduced pressure
  11. customthe resulting residue was recrystallized from a mixed liquid of hexane/ethanol

出典と根拠

ORDレコード
ord-f4382da73b27488c94f44b2bf11cf074
出典データセット
uspto-grants-2001_05
特許番号
US06229020B1

反応ノート

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