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Ethyl Acetate → (2-[1,3]Dioxolan-2-yl4-methoxy-phenyl)-cyanamide

HRID 1456310
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HRID 1456310 반응식
O1CCOC1[C:6]1[CH:7]=[C:8]([N:14]2[CH:18]=[N:17]N=N2)C=[CH:10][C:11]=1[O:12][CH3:13].C([Li])CCC.C(=O)(O)[O-].[Na+].[C:29]([O:32][CH2:33][CH3:34])(=[O:31])[CH3:30]>O1CCCC1.CCCCCC>[O:32]1[CH2:33][CH2:34][O:31][CH:29]1[C:30]1[CH:10]=[C:11]([O:12][CH3:13])[CH:6]=[CH:7][C:8]=1[NH:14][C:18]#[N:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 110430831-(3-[1,3]dioxolan-2-yl-4-methoxy-phenyl)-1H-tetrazoleHCID 178418339Butyllithium

생성물 1

HCID 22106606(2-[1,3]Dioxolan-2-yl4-methoxy-phenyl)-cyanamide

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매
HCID 8058Hexane용매

실험 절차

To a solution of 1-(3-[1,3]dioxolan-2-yl-4-methoxy-phenyl)-1H-tetrazole (9.09 g) in dry tetrahydrofuran (200 ml) at -78° under nitrogen, n-butyl lithium solution in hexane (30 ml of 1.6 mol dm-3) was added. Nitrogen gas was evolved. After stirring under nitrogen for 5 min the mixture was allowed to warm to 0° over 10 min and 8% aqueous sodium bicarbonate (200 ml) was then added. After stirring for 10min ethyl acetate (150 ml) was added and the layers separated. The aqueous layer was then extracted with dichloromethane (2×200 ml) and the organic layers combined, dried (Na2SO4) and evaporated in vacuo to yield the title compound as an oil (8.0 g).

후처리

  1. temperatureto warm to 0° over 10 min
  2. additionwas added
  3. customthe layers separated
  4. extractionThe aqueous layer was then extracted with dichloromethane (2×200 ml)
  5. dry with materialdried (Na2SO4)
  6. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-803266f27a8f4835bbde8d53947898ee
출처 데이터셋
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05843966

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