Sodium hydride → 1-(2,4-Dimethylbenzyl)-3-methyl-5-nitropyridin-2(1H)-one

HRID 598078

反応式

HRID 598078 の反応式
[CH3:1][C:2]1[C:3](=[O:11])[NH:4][CH:5]=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=1.[H-].[Na+].Br[CH2:15][C:16]1[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][C:17]=1[CH3:23]>CN(C)C=O>[CH3:23][C:17]1[CH:18]=[C:19]([CH3:22])[CH:20]=[CH:21][C:16]=1[CH2:15][N:4]1[CH:5]=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=[C:2]([CH3:1])[C:3]1=[O:11]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 890973-Methyl-5-nitro-2-pyridoneHCID 27346041-(Bromomethyl)-2,4-dimethylbenzene

生成物 1

HCID 672677431-(2,4-Dimethylbenzyl)-3-methyl-5-nitropyridin-2(1H)-one収率 34%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution containing 0.20 g (1.3 mmol) of 3-methyl-5-nitropyridine-2(1H)-one in 5 ml of N,N-dimethylformamide under a nitrogen atmosphere was added 0.037 g (1.6 mmol) of sodium hydride followed by 0.31 g (1.6 mmol) of 1-bromomethyl-2,4-dimethylbenzene. The reaction was allowed to stir at room temperature for 30 min., quenched with water and extracted with ethyl acetate. The organic phase was dried over magnesium sulfate. Filtration, removal of solvent and purification of the residue via biotage eluting with 25% ethyl acetate/hexanes gave 0.12 g (34%) of compound.

後処理

  1. customquenched with water
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic phase was dried over magnesium sulfate
  4. filtrationFiltration, removal of solvent and purification of the residue via biotage
  5. washeluting with 25% ethyl acetate/hexanes

出典と根拠

ORDレコード
ord-5499473fac7046febb2700c5e56811d0
出典データセット
uspto-grants-2011_03
特許番号
US07897607B2

関連ノート

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