Sodium hydride → HCID 178496563, 화합물

HRID 1005415

반응식

HRID 1005415 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][NH:5][C:4](=[O:8])[C:3]=1[N+:9]([O-:11])=[O:10].[H-].[Na+].[CH3:14][O:15][CH:16]1[CH2:21][CH2:20][CH:19]([CH2:22]Br)[CH2:18][CH2:17]1>CN(C=O)C.O>[N+:9]([C:3]1[C:4](=[O:8])[N:5]([CH2:22][C@H:19]2[CH2:20][CH2:21][C@@H:16]([O:15][CH3:14])[CH2:17][CH2:18]2)[CH:6]=[CH:7][C:2]=1[CH3:1])([O-:11])=[O:10]

참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 3453702-Hydroxy-4-methyl-3-nitropyridineHCID 217065291-(Bromomethyl)-4-methoxycyclohexane

생성물 1

HCID 178496563HCID 178496563, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매2회

실험 절차

A mixture of 4-methyl-3-nitro-2-pyridone (0.93 g, 6.0 mmol) and sodium hydride (60% in oil, 0.25 g, 6.3 mmol) in DMF (20 mL) was stirred at rt for 1 hour. 4-Methoxycyclohexylmethylbromide (1.5 g, 7.2 mmol) in DMF (5 mL) was added. After 60 hours, the mixture was diluted with water, and extracted with ethyl acetate. The organic phase was washed, dried (MgSO4), and evaporated. Chromatography of the residue over silica gel (ethyl acetate/hexane 1/1 to 3/1) gave cis-3-nitro-1-(4-methoxycyclohexylmethyl)-4-methyl-2-pyridone which crystallized from ethyl acetate/hexane (0.16 g, 10%) and trans-3-nitro-1-(4-methoxycyclohexylmethyl)-4-methyl-2-pyridone which crystallized from ethyl acetate/hexane (0.18 g, 11%).

후처리

  1. waitAfter 60 hours
  2. extractionextracted with ethyl acetate
  3. washThe organic phase was washed
  4. dry with materialdried (MgSO4)
  5. customevaporated

출처 및 근거

ORD 기록
ord-de4ff1c6810a40d098f6230f0b58e966
출처 데이터셋
uspto-grants-2000_04
특허 번호
US06054470

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