Nitromethane → 3-(Nitromethyl)cyclopentanone

HRID 1089113ノート

反応式

HRID 1089113 の反応式
[C:1]1(=[O:6])[CH2:5][CH2:4][CH:3]=[CH:2]1.[N+:7]([CH3:10])([O-:9])=[O:8].N12CCCC1=NCCC2>C(O)(C)C>[N+:7]([CH2:10][CH:3]1[CH2:4][CH2:5][C:1](=[O:6])[CH2:2]1)([O-:9])=[O:8]

参加物

5

反応物 3

HCID 6375NitromethaneHCID 135882-Cyclopenten-1-oneHCID 763491,5-Diazabicyclo(4.3.0)non-5-ene

生成物 1

HCID 119580463-(Nitromethyl)cyclopentanone収率 88%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

100 g of 2-cyclopentenone are dissolved together with 666 ml of nitromethane and 5 g of 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) in 1.1 l of isopropanol, and the solution is left to stand at room temperature for 5 h. The isopropanol is then substantially distilled in vacuo, and the residue is dissolved in ethyl acetate and the solution is washed twice with 0.5 l of dilute sulphuric acid each time. The organic phase is dried with sodium sulphate and evaporated. In this way 154 g (88% of theory) of 3-(nitromethyl)cyclopentanone are obtained sufficiently pure for the next reaction.

後処理

  1. waitthe solution is left
  2. distillationThe isopropanol is then substantially distilled in vacuo
  3. dissolutionthe residue is dissolved in ethyl acetate
  4. washthe solution is washed twice with 0.5 l of dilute sulphuric acid each time
  5. dry with materialThe organic phase is dried with sodium sulphate
  6. customevaporated

出典と根拠

ORDレコード
ord-632afe7c04e64b538c836e68dc2858fd
出典データセット
uspto-grants-1990_10
特許番号
US04965258

反応ノート

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