Sodium hydride → 1-(4-Methoxybenzyl)-5-iodo-4-methyl-3-nitro-2-pyridone

HRID 1005409

反応式

HRID 1005409 の反応式
[I:1][C:2]1[C:3]([CH3:12])=[C:4]([N+:9]([O-:11])=[O:10])[C:5](=[O:8])[NH:6][CH:7]=1.[H-].[Na+].[CH3:15][O:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21]Cl)=[CH:19][CH:18]=1>O>[CH3:15][O:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21][N:6]2[CH:7]=[C:2]([I:1])[C:3]([CH3:12])=[C:4]([N+:9]([O-:11])=[O:10])[C:5]2=[O:8])=[CH:19][CH:18]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 699934-Methyloxybenzyl chlorideHCID 217065145-Iodo-4-methyl-3-nitro-1,2-dihydropyridin-2-one

生成物 1

HCID 217065161-(4-Methoxybenzyl)-5-iodo-4-methyl-3-nitro-2-pyridone収率 75%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 5-iodo-4-methyl-3-nitro-2-pyridone (2.90 g, 10.4 mmol) and sodium hydride (60% in oil, 0.44 g, 11 mmol) was stirred at rt for 2.5 hours. 4-Methoxybenzyl chloride (1.50 mL) was added, and the mixture was stirred at rt for 18 h. Water was added, and the mixture and extracted with ethyl acetate. The organic phase was washed, dried and evaporated. Chromatography of the residue over silica gel (35% ethyl acetate/petroleum ether) followed by crystallization from water gave 1-(4-methoxybenzyl)-5-iodo-4-methyl-3-nitro-2-pyridone (3.11 g, 75%).

後処理

  1. stirringthe mixture was stirred at rt for 18 h
  2. extractionthe mixture and extracted with ethyl acetate
  3. washThe organic phase was washed
  4. customdried
  5. customevaporated
  6. customChromatography of the residue over silica gel (35% ethyl acetate/petroleum ether) followed by crystallization from water

出典と根拠

ORDレコード
ord-909f08c5c24747bd91354eab7a57f8a4
出典データセット
uspto-grants-2000_04
特許番号
US06054470

関連ノート

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