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

HRID 598078

반응식

HRID 598078 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5499473fac7046febb2700c5e56811d0
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07897607B2

연결된 노트

불러오는 중…