Hydrazine → (2R)-2-(4-nitrophenyl)propan-1-amine

HRID 2085445ノート

反応式

HRID 2085445 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C@@H:10]([CH3:23])[CH2:11][N:12]2C(=O)C3C(=CC=CC=3)C2=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].NN>C1(C)C=CC=CC=1>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C@@H:10]([CH3:23])[CH2:11][NH2:12])=[CH:8][CH:9]=1)([O-:3])=[O:2]

参加物

4

反応物 2

HCID 9321HydrazineHCID 113927422-[(2R)-2-(4-nitrophenyl)propyl]isoindoline-1,3-dione

生成物 1

HCID 51434705(2R)-2-(4-nitrophenyl)propan-1-amine収率 97.1%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A 250 mL three necked round bottom flask equipped with a mechanical stirrer, thermometer, reflux condenser and addition funnel is charged with 2-[(2R)-2-(4-nitrophenyl)propyl]isoindoline-1,3-dione (25.02 g, 80.6 mmol) and toluene (200.0 mL). To this solution at room temperature was added anhydrous hydrazine (7.08 mL, 226.0 mmol). Reaction exothermed slightly and was stirred for 45 minutes, heated at 90° C.-95° C. until the disappearance of starting material. A massive precipitate formed by the end of the reaction. Cooled to room temperature and chilled to 0° C. before filtration. Concentration of the filtrate afforded (2R)-2-(4-nitrophenyl)propylamine (14.11 g, 97%) as an oil;

後処理

  1. temperaturethermometer, reflux
  2. additioncondenser and addition funnel
  3. customReaction
  4. temperatureheated at 90° C.-95° C. until the disappearance of starting material
  5. customA massive precipitate formed by the end of the reaction
  6. temperaturechilled to 0° C. before filtration

出典と根拠

ORDレコード
ord-615ef9dc45814ef8a27b2973c009afdb
出典データセット
uspto-grants-2004_04
特許番号
US06720357B2

反応ノート

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