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Acetonitrile → 2-Chloro-4-[1-(methoxycarbonyl)ethoxy]pyrimidine

HRID 1862223
ノート
印刷プレビュー

反応式

HRID 1862223 の反応式
[C:1]([O:6][CH3:7])(=[O:5])[CH:2]([CH3:4])[OH:3].C(#N)C.[H-].[Na+].[Cl:13][C:14]1[N:19]=[C:18]([Cl:20])[CH:17]=[CH:16][N:15]=1>O>[Cl:13][C:14]1[N:19]=[C:18]([O:3][CH:2]([C:1]([O:6][CH3:7])=[O:5])[CH3:4])[CH:17]=[CH:16][N:15]=1.[Cl:20][C:18]1[CH:17]=[CH:16][N:15]=[C:14]([O:3][CH:2]([C:1]([O:6][CH3:7])=[O:5])[CH3:4])[N:19]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 6342Acetonitrile3 回HCID 11040Methyl LactateHCID 24758Sodium hydrideHCID 775312,4-Dichloropyrimidine

生成物 2

HCID 120567412-Chloro-4-[1-(methoxycarbonyl)ethoxy]pyrimidineHCID 120567434-Chloro-2-[1-(methoxycarbonyl)ethoxy]pyrimidine

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 3.12 g of methyl lactate and 10 ml of acetonitrile was added to a mixture of 1.2 g of sodium hydride and 40 ml of acetonitrile dropwise under ice cooling, and the mixture was stirred for 30 minutes. To this was added a mixture of 4.47 g of 2,4-dichloropyrimidine and 10 ml of acetonitrile dropwise at the same temperature, and the mixture was stirred at 60° C. for 2 hours. This reaction solution was cooled to room temperature, then, poured into water, and extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 2.5 g of 2-chloro-4-[1-(methoxycarbonyl)ethoxy]pyrimidine and 0.25 g of 4-chloro-2-[1-(methoxycarbonyl)ethoxy]pyrimidine. 2-Chloro-4-[1-(methoxycarbonyl)ethoxy]pyrimidine

後処理

  1. additionTo this was added
  2. stirringthe mixture was stirred at 60° C. for 2 hours
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with saturated saline
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-ef66615ff5534e9aa640fff2332b2a6f
出典データセット
uspto-grants-2003_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06537948B1

反応ノート

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