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

HRID 36868

反応式

HRID 36868 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-fa4eb2357689441a9fe836f52ad71c32
出典データセット
uspto-grants-1995_05
特許番号
US05418232

関連ノート

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