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

HRID 392929노트

반응식

HRID 392929 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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;

후처리

  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

출처 및 근거

ORD 기록
ord-f96b2e03314a4b1a930db96140aefba0
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06803484B2

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