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Tetraethyl methylenediphosphonate → Ethyl 5-[2-(diethoxyphosphinyl)-E-ethenyl]imidazo[1,2-a]pyridine-2-carboxylate

HRID 861999
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인쇄 미리보기

반응식

HRID 861999 반응식
[CH2:1]([P:10](=[O:17])([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13])P(=O)(OCC)OCC.[H-].[Na+].[CH:20]([C:22]1[N:27]2[CH:28]=[C:29]([C:31]([O:33][CH2:34][CH3:35])=[O:32])[N:30]=[C:26]2[CH:25]=[CH:24][CH:23]=1)=O>C1C=CC=CC=1.C(Cl)(Cl)Cl.O>[CH2:15]([O:14][P:10]([O:11][CH2:12][CH3:13])(/[CH:1]=[CH:20]/[C:22]1[N:27]2[CH:28]=[C:29]([C:31]([O:33][CH2:34][CH3:35])=[O:32])[N:30]=[C:26]2[CH:25]=[CH:24][CH:23]=1)=[O:17])[CH3:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 15455Tetraethyl methylenediphosphonateHCID 24758Sodium hydrideHCID 19701256Ethyl 5-formylimidazo[1,2-a]pyridine-2-carboxylate

생성물 1

HCID 19701129Ethyl 5-[2-(diethoxyphosphinyl)-E-ethenyl]imidazo[1,2-a]pyridine-2-carboxylate

시약·촉매·용매 2

HCID 241Benzene용매3회
HCID 22418719
Chloroform water
용매

실험 절차

Tetraethyl methylenediphosphonate (Lancaster) in benzene was added to a benzene solution of sodium hydride (NaH). The product from Example 54, also dissolved in benzene, was then added dropwise to the reaction mixture. After stirring the resulting mixture for 2 h under an Ar atmosphere, the reaction was diluted with CHCl3 /H2O (2/1). The CHCl3 layer was separated and the aqueous layer extracted with CHCl3. Chromatography of the residue after removal of all solvent from the combined extracts gave the title product.

후처리

  1. additionwas then added dropwise to the reaction mixture
  2. customThe CHCl3 layer was separated
  3. extractionthe aqueous layer extracted with CHCl3
  4. customChromatography of the residue after removal of all solvent from the combined extracts

출처 및 근거

ORD 기록
ord-81a4b00d1ba54e629902819256bfa949
출처 데이터셋
uspto-grants-1998_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05716964

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