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Cesium carbonate → 2,2-Dimethyl-3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-3-oxo-propionic acid ethyl ester

HRID 2212560
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HRID 2212560 반응식
[CH2:1]([O:3][C:4](=[O:17])[C:5]([CH3:16])([CH3:15])[C:6]([C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1)=[O:7])[CH3:2].Cl[CH2:19][C:20]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[N:23]=[C:22]([CH3:30])[CH:21]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CS(C)=O>[CH2:1]([O:3][C:4](=[O:17])[C:5]([CH3:16])([CH3:15])[C:6]([C:8]1[CH:9]=[CH:10][C:11]([O:14][CH2:19][C:20]2[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[N:23]=[C:22]([CH3:30])[CH:21]=2)=[CH:12][CH:13]=1)=[O:7])[CH3:2]
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참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 115357194-(Chloromethyl)-2-methylquinolineHCID 695963983-(4-Hydroxy-phenyl)-2,2-dimethyl-3-oxo-propionic acid ethyl ester

생성물 1

HCID 695965072,2-Dimethyl-3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-3-oxo-propionic acid ethyl ester수율 70%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide
용매

실험 절차

The 3-(4-hydroxy-phenyl)-2,2-dimethyl-3-oxo-propionic acid ethyl ester (0.72 g, 3.07 mmol) was combined with 4-chloromethyl-2-methyl-quinoline (0.69 g, 3.07 mmol) and cesium carbonate (12.0 mmol) in DMSO under nitrogen at room temperature. The reaction was stirred for 24 h, filtered to remove the solids, and partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over magnesium sulfate, and concentrated to give 2,2-dimethyl-3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-3-oxo-propionic acid ethyl ester (0.82 g, 70%) as a viscous oil. MS found: (M+H)+=392.

후처리

  1. filtrationfiltered
  2. customto remove the solids
  3. custompartitioned between ethyl acetate and water
  4. washThe organic layer was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3679d6263443462eb41dbe9ad59eab10
출처 데이터셋
uspto-grants-2006_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07102008B2

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