Nitrogen → Benzyl 4-ethoxycarbonylmethoxybutyrate

HRID 376155노트

반응식

HRID 376155 반응식
[OH:1][CH2:2][CH2:3][CH2:4][C:5]([O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:6].[N+](=[CH:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])=[N-].N#N>[Cu].C1CCCCC1>[CH2:21]([O:20][C:18]([CH2:17][O:1][CH2:2][CH2:3][CH2:4][C:5]([O:7][CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:6])=[O:19])[CH3:22]

참가 물질

6

반응물 3

HCID 947NitrogenHCID 12192Ethyl diazoacetateHCID 14443958Benzyl 4-hydroxybutanoate

생성물 1

HCID 18991532Benzyl 4-ethoxycarbonylmethoxybutyrate

시약·촉매·용매 2

HCID 23978Copper촉매HCID 8078Cyclohexane용매2회

실험 절차

65 g (0.33 tool) of benzyl 4-hydroxybutyrate and 260 mg of copper powder are charged to 120 ml of cyclohexane and the mixture is heated to reflux. Then a mixture of 38.7 ml (0.37 mol) of ethyl diazoacetate and 300 ml of cyclohexane are added, whereupon evolution of N2 ensues. The reaction mixture is stirred for 4 hours under reflux and then for 4 hours at room temperature, filtered over a glass fibre filter and concentrated by evaporation. The residue is chromatographed on silica gel with hexane/ethyl acetam 4:1, giving benzyl 4-ethoxycarbonylmethoxybutyrate as a colourless liquid.

후처리

  1. temperaturethe mixture is heated to reflux
  2. temperatureunder reflux
  3. waitfor 4 hours at room temperature
  4. filtrationfiltered over a glass fibre
  5. filtrationfilter
  6. concentrationconcentrated by evaporation
  7. customThe residue is chromatographed on silica gel with hexane/ethyl acetam 4:1

출처 및 근거

ORD 기록
ord-6f32702576c24820acd446baea8efc62
출처 데이터셋
uspto-grants-1996_01
특허 번호
US05488140

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