Cornforth reagent → (E)-methyl 2-(2-((2,5-dimethyl-4-propionylphenoxy)methyl)phenyl)-3-methoxyacrylate

HRID 1619174노트

반응식

HRID 1619174 반응식
[OH:1][CH:2]([C:5]1[C:26]([CH3:27])=[CH:25][C:8]([O:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2/[C:17](=[CH:22]\[O:23][CH3:24])/[C:18]([O:20][CH3:21])=[O:19])=[C:7]([CH3:28])[CH:6]=1)[CH2:3][CH3:4].[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1>ClCCl>[CH3:28][C:7]1[CH:6]=[C:5]([C:2](=[O:1])[CH2:3][CH3:4])[C:26]([CH3:27])=[CH:25][C:8]=1[O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1/[C:17](=[CH:22]\[O:23][CH3:24])/[C:18]([O:20][CH3:21])=[O:19]

참가 물질

4

반응물 2

HCID 2724130Cornforth reagentHCID 67954688(E)-methyl 2-(2-((4-(1-hydroxypropyl)-2,5-dimethylphenoxy)methyl)phenyl)-3-methoxyacrylate

생성물 1

HCID 67955272(E)-methyl 2-(2-((2,5-dimethyl-4-propionylphenoxy)methyl)phenyl)-3-methoxyacrylate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

In 10 mL of dichloromethane, 0.15 g (0.39 mmol) of (E)-methyl 2-(2-((4-(1-hydroxypropyl)-2,5-dimethylphenoxy)methyl)phenyl)-3-methoxyacrylate obtained in Step 2 was reacted with 0.29 g (0.78 mmol) of pyridinium dichromate at room temperature for 2 hours with stirring, followed by filtration through celite. The organic layer was dried over anhydrous magnesium sulfate and filtered after which the solvent was removed by concentration in a vacuum. (E)-methyl 2-(2-((2,5-dimethyl-4-propionylphenoxy)methyl)phenyl)-3-methoxyacrylate was obtained as a brown oil (0.11 g, yield: 71%).

후처리

  1. filtrationfollowed by filtration through celite
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. filtrationfiltered after which the solvent
  4. customwas removed by concentration in a vacuum

출처 및 근거

ORD 기록
ord-8e9b162b79b54b03a1e1aaa1a018a20a
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08772290B2

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