Water → HCID 70197198、化合物

HRID 1419855ノート

反応式

HRID 1419855 の反応式
[Na].[C:2]([CH2:4][C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][N:6]=1)#[N:3].[Cl:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH:19](CO)[C:20]([OH:22])=O.[OH2:25]>CO>[Cl:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH:19]1[C:20](=[O:22])[C:4]([C:5]2[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][N:6]=2)=[C:2]([NH2:3])[O:25]1

参加物

6

反応物 4

HCID 962WaterHCID 5360545Sodium2 回HCID 12812206(4-Methylpyridin-2-yl)acetonitrileHCID 53970006HCID 53970006、化合物

生成物 1

HCID 70197198HCID 70197198、化合物収率 28%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Sodium (0.35 g, 15.2 mmol) was added in methanol (8 ml) and stirred at room temperature under nitrogen atomsphere till complete dissolution of sodium, and then 2-cyanomethyl-4-methylpyridine (1.10 g, 8.51 mmol) and 2-(o-chlorophenyl)2-hydroxymethylacetic acid (1.78 g, 1.35 mmol) were slowly added. After refluxing for 2 hours with stirring the solution was cooled with a small amount of water and concentrated under the reduced pressure. The residue was extracted with methylene chloride and the combined organic layers were dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to get crude product. The residue was separated and purified by column-chromatography over silica gel to obtain the desired product (0.54 g, yield=28%).

後処理

  1. temperatureAfter refluxing for 2 hours
  2. concentrationconcentrated under the reduced pressure
  3. extractionThe residue was extracted with methylene chloride
  4. dry with materialthe combined organic layers were dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customto get crude product
  8. customThe residue was separated
  9. custompurified by column-chromatography over silica gel

出典と根拠

ORDレコード
ord-f7b3f025afa041d9be10309080f63d0f
出典データセット
uspto-grants-1999_03
特許番号
US05889027

反応ノート

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