Dimethylformamide → 3-[4-(Ethoxycarbonylmethyloxymethyl)phenylcarbonyl]pyridine

HRID 2303937ノート

反応式

HRID 2303937 の反応式
[H-].[Na+].CN(C=O)C.[OH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]([C:18]2[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=2)=[O:17])=[CH:12][CH:11]=1.[C:24]([O:27][CH2:28][CH2:29]Br)(=[O:26])[CH3:25]>O>[CH2:28]([O:27][C:24]([CH2:25][O:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([C:16]([C:18]2[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=2)=[O:17])=[CH:14][CH:15]=1)=[O:26])[CH3:29]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 135641-Acetoxy-2-bromoethaneHCID 24758Sodium hydrideHCID 184620204-(Pyridine-3-carbonyl)-benzyl alcohol

生成物 1

HCID 184620193-[4-(Ethoxycarbonylmethyloxymethyl)phenylcarbonyl]pyridine

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

150 mg of 60% sodium hydride was gradually added to 10 ml of a DMF solution of 666 mg of 3-[4-(hydroxymethyl)phenylcarbonyl]pyridine under ice cooling. The reaction solution was stirred at room temperature for 1 hour, then 0.4 ml of 2-bromoethyl acetate was added and the mixture was stirred under the same reaction conditions for 3 hours. After the reaction was completed, the reactive product was diluted with water, extracted with ethyl acetate, and the resultant product was washed with brine, then dried over magnesium sulfate, filtered, and concentrated in vacuo to obtain the desired compound in an amount of 336 mg.

後処理

  1. stirringthe mixture was stirred under the same reaction conditions for 3 hours
  2. extractionextracted with ethyl acetate
  3. washthe resultant product was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-30880ee29725423b82c3fe42d8439aaa
出典データセット
uspto-grants-2002_08
特許番号
US06433167B1

反応ノート

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