Chloroacetone → 3-Methyl-6-(2-methylphenyl)-4,5,6,7-tetrahydrobenzofuran-4-one

HRID 1700462노트

반응식

HRID 1700462 반응식
[H-].[Na+].[CH3:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]1[CH2:15][C:14](=[O:16])[CH2:13][C:12](=[O:17])[CH2:11]1.Cl[CH2:19][C:20](=O)[CH3:21]>C(O)C>[CH3:21][C:20]1[C:13]2[C:14](=[O:16])[CH2:15][CH:10]([C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[CH3:3])[CH2:11][C:12]=2[O:17][CH:19]=1

참가 물질

5

반응물 3

HCID 6571ChloroacetoneHCID 24758Sodium hydrideHCID 176065755-(2-Methylphenyl)cyclohexane-1,3-dione

생성물 1

HCID 183177693-Methyl-6-(2-methylphenyl)-4,5,6,7-tetrahydrobenzofuran-4-one수율 15.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To 60% sodium hydride (0.21 g, washed with hexane thrice) was added ethanol (30 ml), and to the mixture was added 5-(2-methylphenyl)cyclohexane-1,3-dione (1.0 g) and then was added chloroacetone (0.45 g) at 0° C. The mixture was stirred at room temperature for 20 minutes and was refluxed for 24 hours. Under reduced pressure, the solvent was evaporated, and the residue was dissolved in ethyl acetate. The solution was washed with water and saturated brine, dried with magnesium sulfate and concentrated under reduced pressure, and the residue was purified with silica gel column chromatography (EtOAc/hexane) to give oil of 3-methyl-6-(2-methylphenyl)-4,5,6,7-tetrahydrobenzofuran-4-one (0.18 g).

후처리

  1. temperaturewas refluxed for 24 hours
  2. customUnder reduced pressure, the solvent was evaporated
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. washThe solution was washed with water and saturated brine
  5. dry with materialdried with magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customthe residue was purified with silica gel column chromatography (EtOAc/hexane)

출처 및 근거

ORD 기록
ord-547da4866e294b6ea7892d6ba5dd4a9c
출처 데이터셋
uspto-grants-2002_02
특허 번호
US06350749B1

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