Nitromethane → 3-(Nitromethyl)cyclopentanone

HRID 1089113노트

반응식

HRID 1089113 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 119580463-(Nitromethyl)cyclopentanone수율 88%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-632afe7c04e64b538c836e68dc2858fd
출처 데이터셋
uspto-grants-1990_10
특허 번호
US04965258

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