Dimethylformamide → 6'-Hydroxy-2'-methoxycarbonylmethoxy-4-methyldihydrochalcone

HRID 230871노트

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HRID 230871 반응식
C([O:8][C:9]1[CH:25]=[CH:24][CH:23]=[C:22]([OH:26])[C:10]=1[C:11](=[O:21])[CH:12]=[CH:13][C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=1)C1C=CC=CC=1.CN(C)C=O.C(=O)([O-])[O-].[K+].[K+].Br[CH2:39][C:40]([O:42][CH3:43])=[O:41]>CC(C)=O.O>[OH:8][C:9]1[C:10]([C:11](=[O:21])[CH:12]=[CH:13][CH:14]2[CH:15]=[CH:16][C:17]([CH3:20])=[CH:18][CH2:19]2)=[C:22]([O:26][CH2:39][C:40]([O:42][CH3:43])=[O:41])[CH:23]=[CH:24][CH:25]=1

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 671363262'-Benzyloxy-6'-hydroxy-4-methylchalcone

생성물 1

HCID 671360496'-Hydroxy-2'-methoxycarbonylmethoxy-4-methyldihydrochalcone

시약·촉매·용매 2

HCID 180Acetone용매HCID 962Water용매

실험 절차

To a solution of 2′-benzyloxy-6′-hydroxy-4-methylchalcone (0.69 g) in acetone (10 mL)-N,N-dimethylformamide (10 mL) were added potassium carbonate (0.41 g) and methyl bromoacetate (0.21 mL), and the mixture was stirred at room temperature overnight. The reaction mixture was poured into water, and the resulting mixture was extracted with diethyl ether. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was dissolved in methanol (10 mL). To the solution was added 10% palladium-carbon powder (0.29 g), and the mixture was stirred at room temperature under a hydrogen atmosphere for 5 hours. Dichloromethane was added to the mixture, and the insoluble material was removed by filtration. The filtrate was concentrated under reduced pressure to give the title compound (0.58 g).

후처리

  1. extractionthe resulting mixture was extracted with diethyl ether
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was removed under reduced pressure
  5. dissolutionThe residue was dissolved in methanol (10 mL)
  6. additionTo the solution was added 10% palladium-carbon powder (0.29 g)
  7. stirringthe mixture was stirred at room temperature under a hydrogen atmosphere for 5 hours
  8. additionDichloromethane was added to the mixture
  9. customthe insoluble material was removed by filtration
  10. concentrationThe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-cac804399ff54536b08c6cc891e72c49
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07566699B2

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