Dimethylcarbamoyl Chloride → HCID 22494275、化合物

HRID 1816592ノート

反応式

HRID 1816592 の反応式
[CH3:1][N:2](C)C(Cl)=O.C([O-])(=O)CCCCCCC/C=C\CCCCCCCC.[CH2:27]([O:29][C:30](=[O:43])[CH:31]([O:39][CH:40]([CH3:42])[CH3:41])[CH2:32][C:33]1[CH:38]=[CH:37][NH+:36]=[CH:35][CH:34]=1)[CH3:28].C[Si](C#N)(C)C.C(=O)([O-])[O-].[K+].[K+]>ClCCl>[C:1]([C:37]1[CH:38]=[C:33]([CH2:32][CH:31]([O:39][CH:40]([CH3:42])[CH3:41])[C:30]([O:29][CH2:27][CH3:28])=[O:43])[CH:34]=[CH:35][N:36]=1)#[N:2]

参加物

6

反応物 4

HCID 6598Dimethylcarbamoyl ChlorideHCID 11430Potassium CarbonateHCID 82115Trimethylsilyl cyanideHCID 69801129HCID 69801129、化合物

生成物 1

HCID 22494275HCID 22494275、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

2.3 mL dimethyl carbamyl chloride was added dropwise over 40 minutes into a solution of 6.40 g crude 4-(3-ethoxy-2-isopropoxy-3-oxopropyl)-1-pyridinium oleate and 3.3 mL trimethylsilyl cyanide in dichloromethane (60 mL), followed by stirring for 11.5 hours. 10% aqueous potassium carbonate was added to the reaction solution, followed by stirring at room temperature for 30 minutes. The organic layer was dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel flash column chromatography, to give 3.87 g of ethyl 3-(2-cyano-4-pyridyl)-2-isopropoxypropanoate as a pale yellow oil.

後処理

  1. stirringby stirring at room temperature for 30 minutes
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated
  4. customThe residue was purified by silica gel flash column chromatography

出典と根拠

ORDレコード
ord-e7fbc273b335441fa0e87c8d899086ff
出典データセット
uspto-grants-2005_04
特許番号
US06884821B1

反応ノート

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