Potassium Carbonate → Methyl 3-methyl-4-(2-methoxy-5-nitrophenoxy)butyrate

HRID 2305629노트

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HRID 2305629 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:4]=1[OH:12].Br[CH2:14][CH:15](C)[CH2:16][C:17]([O:19][CH3:20])=[O:18].[C:22](=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:14][CH:15]([CH2:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:4]=1[O:12][CH3:22])[CH2:16][C:17]([O:19][CH3:20])=[O:18]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 767382-Methoxy-4-nitrophenolHCID 14104192Methyl 4-bromo-3-methylbutanoate

생성물 1

HCID 18433387Methyl 3-methyl-4-(2-methoxy-5-nitrophenoxy)butyrate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

A mixture of 2-methoxy-4-nitrophenol (0.207 mg. 1.23 mmole) {Aldrich}, methyl 4-bromo-3-methylbutyrate(0.25 g. 1.35 mmole) and potassium carbonate (0.19 g. 1.35 mmole) in DMF (10 mL.) was heated and stirred at 80° C. for 8 hours. After cooling, the inorganics were filtered off, and the filtrate evaporated to dryness. The residue was dissolved in dichloromethane and washed twice with water. After drying (MgSO4) the solvent was evaporated off to yield an oil. The oil was purified by chromatography (Varian Megabondelut silica column) using a gradient of 100% dichloromethane to 20% ethyl acetate/dichloromethane to give methyl 3-methyl-4-(2-methoxy-5-nitrophenoxy)butyrate as an oil (90 mg. 29%) ms 284(M+)

후처리

  1. temperaturewas heated
  2. temperatureAfter cooling
  3. filtrationthe inorganics were filtered off
  4. customthe filtrate evaporated to dryness
  5. dissolutionThe residue was dissolved in dichloromethane
  6. washwashed twice with water
  7. dry with materialAfter drying (MgSO4) the solvent
  8. customwas evaporated off
  9. customto yield an oil
  10. customThe oil was purified by chromatography (Varian Megabondelut silica column)

출처 및 근거

ORD 기록
ord-567cb79db0824821a119fb0e7f4831ce
출처 데이터셋
uspto-grants-2002_08
특허 번호
US06441012B1

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