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1,8-Diazabicyclo(5.4.0)undec-7-ene → 3-Cyclopropyl-prop-2-ynylazide

HRID 1827487
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HRID 1827487 반응식
[CH:1]1([C:4]#[C:5][CH2:6]O)[CH2:3][CH2:2]1.C1C=CC(P([N:22]=[N+:23]=[N-:24])(C2C=CC=CC=2)=O)=CC=1.C1CCN2C(=NCCC2)CC1>C1(C)C=CC=CC=1.CCCCCC.C(Cl)Cl>[CH:1]1([C:4]#[C:5][CH2:6][N:22]=[N+:23]=[N-:24])[CH2:3][CH2:2]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 199401P,P-Diphenylphosphinic azideHCID 27937573-Cyclopropylprop-2-yn-1-ol

생성물 1

HCID 221365273-Cyclopropyl-prop-2-ynylazide

시약·촉매·용매 3

HCID 1140Toluene용매HCID 6344Dichloromethane용매
이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트
HCID 8058
Hexane
용매

실험 절차

3-Cyclopropyl-prop-2-yn-1-ol (3.28 g, 34.1 mmol) was dissolved in 40 mL toluene, DPPA (11.26 g, 40.9 mmol) was added, followed with DBU (6.24 g, 40.9 mmol) while maintaining temperature with a water bath. The mixture was stirred at room temperature for one hour and was diluted with 100 mL hexane and 15 mL CH2Cl2. The mixture was washed with water four times and once with brine, dried over Na2SO4, filtered and concentrated under rotovap with cold water bath to remove most of organic solvent leaving some toluene (product volatile). The residual oil was used for the next step.

후처리

  1. temperaturewhile maintaining temperature with a water bath
  2. washThe mixture was washed with water four times and once with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under rotovap with cold water bath
  6. customto remove most of organic solvent
  7. customleaving some toluene (product volatile)

출처 및 근거

ORD 기록
ord-3bc2da9d109c4ff681fab09937e5e9ec
출처 데이터셋
uspto-grants-2006_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07053107B2

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