Water → Ethyl 2-[(E)-2-(2-quinolinyl)ethenyl]-1,3-thiazole-4-carboxylate

HRID 907381ノート

反応式

HRID 907381 の反応式
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11]P(=O)(OCC)OCC.[H-].[Na+].[CH:22]([C:24]1[S:25][CH:26]=[C:27]([C:29]([O:31][CH2:32][CH3:33])=[O:30])[N:28]=1)=O.O>C1COCC1>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1/[CH:11]=[CH:22]/[C:24]1[S:25][CH:26]=[C:27]([C:29]([O:31][CH2:32][CH3:33])=[O:30])[N:28]=1

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 11011347Diethyl 2-quinolinylmethylphosphonateHCID 11355896Ethyl 2-formyl-1,3-thiazole-4-carboxylate

生成物 1

HCID 42611537Ethyl 2-[(E)-2-(2-quinolinyl)ethenyl]-1,3-thiazole-4-carboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Diethyl 2-quinolinylmethylphosphonate (0.580 g, 2.08 mmol; see Preparation 13(i) above) was dissolved in anhydrous THF (2 mL), NaH (0.273 g, 11 mmol) was then added in small portions and the resulting solution allowed to stir for 10 min. Ethyl 2-formyl-1,3-thiazole-4-carboxylate (0.387 g, 2.08 mmol; see step (v) above) in anhydrous THF (3 mL) was added dropwise and the solution allowed to stir for 16 h. Water (5 mL) was then added (dropwise initially), during which time the sub-title compound precipitated as a light brown/yellow solid.

後処理

  1. stirringto stir for 16 h

出典と根拠

ORDレコード
ord-633bdbb05e2b4b42881bc7135d4072e8
出典データセット
uspto-grants-2011_09
特許番号
US08012967B2

反応ノート

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