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1-(4-chlorobenzyl)-5-(hydroxy(3-methoxyphenyl)methyl)pyridin-2(1H)-one → 1-(4-Chlorobenzyl)-5-(3-methoxybenzoyl)pyridin-2(1H)-one

HRID 1948204
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HRID 1948204 반응식
[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][N:7]2[CH:12]=[C:11]([CH:13]([OH:22])[C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=3)[CH:10]=[CH:9][C:8]2=[O:23])=[CH:4][CH:3]=1>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[CH:12]=[C:11]([C:13](=[O:22])[C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=3)[CH:10]=[CH:9][C:8]2=[O:23])=[CH:24][CH:25]=1
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참가 물질

4

반응물 1

HCID 589669561-(4-chlorobenzyl)-5-(hydroxy(3-methoxyphenyl)methyl)pyridin-2(1H)-one

생성물 1

HCID 589669171-(4-Chlorobenzyl)-5-(3-methoxybenzoyl)pyridin-2(1H)-one수율 100%

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 6344Dichloromethane용매

실험 절차

According to Scheme 7 Method C: 1-(4-Chlorobenzyl)-5-(hydroxy(3-methoxyphenyl)-methyl)pyridin-2(1H)-one (1 eq, 0.28 mmol, 0.10 g, Example 41) and manganese dioxide (30 eq, 8.43 mmol, 0.73 g) were stirred overnight at room temperature in CH2Cl2 (10 mL). Upon completion, the crude mixture was filtered through a pad of celite and the filtrate was concentrated. The crude residue was partitioned between water and CH2Cl2. The aqueous layer was extracted with CH2Cl2. The combined organic layers were washed with brine, dried over MgSO4 and concentrated under vacuum to afford the title compound as a white solid (0.28 mmol, 0.10 g, 100%).

후처리

  1. filtrationUpon completion, the crude mixture was filtered through a pad of celite
  2. concentrationthe filtrate was concentrated
  3. customThe crude residue was partitioned between water and CH2Cl2
  4. extractionThe aqueous layer was extracted with CH2Cl2
  5. washThe combined organic layers were washed with brine
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-282e05f832c9466aa59d2d81b6d752d1
출처 데이터셋
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08399493B2

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