(Phenylmethyl)hydrazine → (+/-)-3-Benzyl-3,4-diazabicyclo[4.1.0]heptane-2,5-dione

HRID 36868노트

반응식

HRID 36868 반응식
[CH:1]12[C:7](=[O:8])O[C:4](=[O:5])[CH:2]1[CH2:3]2.[CH2:9]([NH:16][NH2:17])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(#N)C>[CH2:9]([N:16]1[NH:17][C:7](=[O:8])[CH:1]2[CH:2]([CH2:3]2)[C:4]1=[O:5])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

참가 물질

4

반응물 2

HCID 11157(Phenylmethyl)hydrazineHCID 27347213-Oxabicyclo(3.1.0)hexane-2,4-dione

생성물 1

HCID 10680232(+/-)-3-Benzyl-3,4-diazabicyclo[4.1.0]heptane-2,5-dione수율 29.8%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

In 150 ml of acetonitrile was dissolved 42 g (374 mmol) of 1,2-cyclopropanedicarboxylic acid anhydride, and to the solution was added dropwise a solution of 45.8 g (374 mmol) of benzylhydrazine in 50 ml of acetonitrile, and the mixture was heated under reflux for 15 hours. The solvent was removed by distillation under reduced pressure, and the residue was purified by silica gel column chromatography. Crystallization from ethyl acetate gave 24.1 g (29.7%) of the titled compound.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 15 hours
  3. customThe solvent was removed by distillation under reduced pressure
  4. customthe residue was purified by silica gel column chromatography
  5. customCrystallization from ethyl acetate

출처 및 근거

ORD 기록
ord-fa4eb2357689441a9fe836f52ad71c32
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05418232

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