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

HRID 861999
ノート
印刷プレビュー

反応式

HRID 861999 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 241Benzene溶媒3 回
HCID 22418719
Chloroform water
溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-81a4b00d1ba54e629902819256bfa949
出典データセット
uspto-grants-1998_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05716964

反応ノート

読み込み中…

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