Potassium Carbonate → YM 534

HRID 2291867ノート

反応式

HRID 2291867 の反応式
[N:1]1([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:26][CH2:27][CH2:28][CH2:29][C:30]([CH3:37])([CH3:36])[C:31]([O:33][CH2:34][CH3:35])=[O:32]>C(O)C>[N:1]1([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:13]=[CH:14][C:15]([O:18][CH2:26][CH2:27][CH2:28][CH2:29][C:30]([CH3:36])([CH3:37])[C:31]([O:33][CH2:34][CH3:35])=[O:32])=[CH:16][CH:17]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 10444833Ethyl 6-bromo-2,2-dimethylhexanoateHCID 132191404-{[5-(1H-Imidazol-1-yl)pentyl]oxy}phenol

生成物 1

HCID 130328YM 534

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

反応条件

温度
60 °C

実験手順

After 300 ml of ethanol was added to 35 g of p-[5-(1-imidazolyl)pentyloxy]phenol and 39 g of potassium carbonate, the mixture was heated at 60° C. with stirring and then cooled to room temperature. A solution of 43 g of ethyl 6-bromo-2,2-dimethylhexanoate in 50 ml of ethanol was added to the reaction mixture, and then the mixture was stirred under reflux overnight. The solvent was removed from the reaction mixture by distillation under reduced pressure and the residue was dissolved in chloroform. The solution was successively washed with a 1N aqueous sodium hydroxide solution, water, a saturated aqueous sodium chloride solution and then dried over anhydrous sodium sulfate. After drying, the solvent was removed by distillation under reduced pressure and the residue was subjected to silica gel column chromatography. The product was eluted out using a chloroform-methanol liquid mixture (30:1) as an eluant. The solvent was removed from the eluate by distillation. The residue was recrystallized from a mixture of ethyl acetate-n-hexane to give the desired product, ethyl 6-[p-[5-(1-imidazolyl)pentyloxy]phenoxy]-2,2-dimethylhexanoate.

後処理

  1. temperaturecooled to room temperature
  2. stirringthe mixture was stirred
  3. temperatureunder reflux overnight
  4. customThe solvent was removed from the reaction mixture by distillation under reduced pressure
  5. dissolutionthe residue was dissolved in chloroform
  6. washThe solution was successively washed with a 1N aqueous sodium hydroxide solution, water
  7. dry with materiala saturated aqueous sodium chloride solution and then dried over anhydrous sodium sulfate
  8. customAfter drying
  9. customthe solvent was removed by distillation under reduced pressure
  10. washThe product was eluted out
  11. customThe solvent was removed from the
  12. distillationeluate by distillation
  13. customThe residue was recrystallized from a mixture of ethyl acetate-n-hexane

出典と根拠

ORDレコード
ord-dc3a7fa3a9a740abb8f1306d95c01004
出典データセット
uspto-grants-1989_01
特許番号
US04798838

反応ノート

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