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Nitromethane → Ethyl 5-methyl-3-nitromethylheptanoate

HRID 1795511
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HRID 1795511 반응식
[CH3:1][CH:2]([CH2:11][CH3:12])[CH2:3][CH:4]=[CH:5][C:6]([O:8][CH2:9][CH3:10])=[O:7].C1CCN2C(=NCCC2)CC1.[N+:24]([CH3:27])([O-:26])=[O:25]>C(#N)C>[CH3:1][CH:2]([CH2:11][CH3:12])[CH2:3][CH:4]([CH2:27][N+:24]([O-:26])=[O:25])[CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6375NitromethaneHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 53937332Ethyl 5-methyl-2-heptenoate

생성물 1

HCID 21888385Ethyl 5-methyl-3-nitromethylheptanoate수율 42%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Ethyl 5-methyl-2-heptanoate 12 (6.75 g, 39.70 mmol), DBU (6.0 g, 39.7 mmol), nitromethane (21.97 g, 359.9 mmol) in acetonitrile 80 mL was stirred at room temperature under nitrogen atmosphere overnight. The mixture was concentrated to an oil. A solution of the oil in ether was washed with 1N HCl, brine and dried. It was evaporated to give a light oil which was chromatographed on silica gel, eluting with 5% to 10% ether in Pet. ether to give 13 (3.6 g, 42%).

후처리

  1. concentrationThe mixture was concentrated to an oil
  2. washA solution of the oil in ether was washed with 1N HCl, brine
  3. customdried
  4. customIt was evaporated
  5. customto give a light oil which
  6. customwas chromatographed on silica gel
  7. washeluting with 5% to 10% ether in Pet. ether

출처 및 근거

ORD 기록
ord-68281862548f4864a49ad3dd305d88eb
출처 데이터셋
uspto-grants-2006_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07026505B2

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