Ethyl Acetate → 3-(Benzyloxy)-4-methoxyaniline

HRID 8207

反応式

HRID 8207 の反応式
[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([N+:15]([O-])=O)[CH:12]=[CH:11][C:10]=1[O:18][CH3:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OCC)(=O)C.O.[Sn](Cl)Cl.C(=O)(O)[O-].[Na+]>O.C(O)C>[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([NH2:15])[CH:12]=[CH:11][C:10]=1[O:18][CH3:19])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

7

反応物 4

HCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 53140362-(Benzyloxy)-1-methoxy-4-nitrobenzeneHCID 43835034Tin dichloride dihydrate

生成物 1

HCID 125477223-(Benzyloxy)-4-methoxyaniline

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

To a solution of 2-(benzyloxy)-1-methoxy-4-nitrobenzene (35.35 g, 136 mmol) in 1:1 ethyl acetate: ethanol (640 mL) at 80° C. is added tin(II) chloride hydrate in portions over 25 minutes. The mixture is heated at this temperature for 5 h. The mixture is allowed to cool to room temperature and stirred for 2 days. The mixture is poured into water (1 L) and neutralized with solid sodium bicarbonate. The mixture is extracted three times with ethyl acetate. The combined organic extracts are washed with water and brine, dried (sodium sulfate), filtered and evaporated to yield the title compound as a dark brown oil.

後処理

  1. temperatureThe mixture is heated at this temperature for 5 h
  2. extractionThe mixture is extracted three times with ethyl acetate
  3. washThe combined organic extracts are washed with water and brine
  4. dry with materialdried (sodium sulfate)
  5. filtrationfiltered
  6. customevaporated

出典と根拠

ORDレコード
ord-1453f3f499cc49b1ac8cfe210902109d
出典データセット
uspto-grants-2006_08
特許番号
US07087626B2

関連ノート

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