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

HRID 230871ノート

反応式

HRID 230871 の反応式
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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-cac804399ff54536b08c6cc891e72c49
出典データセット
uspto-grants-2009_07
特許番号
US07566699B2

反応ノート

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