Oxygen → 1,3-Diphenyl-2-methyl-1,3-propandione

HRID 132723

반응식

HRID 132723 반응식
O=O.[CH3:3]C(C)([O-])C.[K+].[C:9]([CH2:17][C:18](=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)(=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.IC>N#N.O>[C:10]1([C:9](=[O:16])[CH:17]([CH3:3])[C:18]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:25])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

참가 물질

7

반응물 4

HCID 977OxygenHCID 6328Methyl iodideHCID 8433DibenzoylmethaneHCID 23665647Potassium tert-butoxide

생성물 1

HCID 3446371,3-Diphenyl-2-methyl-1,3-propandione수율 83.9%

시약·촉매·용매 2

HCID 947Nitrogen용매HCID 962Water용매

실험 절차

To a three-neck flask in N2 atmosphere free of water and oxygen were successively added 0.066 mol potassium tert-butoxide and 150 mlTHF. Then to the resulting mixture was slowly added dropwise 0.06 mol dibenzoylmethane with stirring while cooling the mixture with ice-bath. The reaction was allowed to continue at room temperature for 1 hour, then 0.07 mol iodomethane was added dropwise at room temperature. Next, the reaction was allowed to continue at room temperature for further 48 hours. After the reaction was finished, the solvent was removed by distillation. To the solid mixture was added saturated saline until the solid mixture was just completely dissolved. The solution was extracted with suitable amount of anhydrous ethyl ether for three times. The organic phase was combined and dried over anhydrous sodium sulfate. The solvent was removed to give 12 g product.

후처리

  1. temperaturewhile cooling the mixture with ice-bath
  2. waitto continue at room temperature for further 48 hours
  3. customthe solvent was removed by distillation
  4. additionTo the solid mixture was added saturated saline until the solid mixture
  5. dissolutionwas just completely dissolved
  6. extractionThe solution was extracted with suitable amount of anhydrous ethyl ether for three times
  7. dry with materialdried over anhydrous sodium sulfate
  8. customThe solvent was removed

출처 및 근거

ORD 기록
ord-194db5d6780f417a800c053c142edf79
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07388061B2

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