Ethyl bromoacetate → Ethyl[4-(1,1-dimethyl-2{3-methyl-5-[4-(trifluoromethyl)phenyl]thien-2-yl}-2-oxoethyl)-2-methylphenoxy]acetate

HRID 9669

반응식

HRID 9669 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:28])([CH3:27])[C:9]([C:11]2[S:12][C:13]([C:17]3[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=3)=[CH:14][C:15]=2[CH3:16])=[O:10])=[CH:4][C:3]=1[CH3:29].C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:37][C:38]([O:40][CH2:41][CH3:42])=[O:39]>C(#N)C>[CH2:41]([O:40][C:38](=[O:39])[CH2:37][O:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:27])([CH3:28])[C:9]([C:11]2[S:12][C:13]([C:17]3[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:24])[F:25])=[CH:19][CH:18]=3)=[CH:14][C:15]=2[CH3:16])=[O:10])=[CH:4][C:3]=1[CH3:29])[CH3:42]

참가 물질

5

반응물 3

HCID 7748Ethyl bromoacetateHCID 10796Cesium carbonateHCID 219864612-(4-Hydroxy-3-methylphenyl)-2-methyl-1-{3-methyl-5-[4-(trifluoromethyl)phenyl]thien-2-yl}propan-1-one2회

생성물 1

HCID 21986375Ethyl[4-(1,1-dimethyl-2{3-methyl-5-[4-(trifluoromethyl)phenyl]thien-2-yl}-2-oxoethyl)-2-methylphenoxy]acetate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of 2-(4-hydroxy-3-methylphenyl)-2-methyl-1-{3-methyl-5-[4-(trifluoromethyl)phenyl]thien-2-yl}propan-1-one (intermediate 105, 62.0 mg) in anhydrous acetonitrile (2 ml) was added caesium carbonate (106 mg) and ethyl bromoacetate (18 μl) and the reaction stirred at room temperature under nitrogen for 20 hours. The solid residue was filtered, and the filtrate was concentrated in vacuo and the residue purified by flash column chromatography, eluting with 1% EtOAc/cyclohexane yielded the title compound as a white solid.

후처리

  1. filtrationThe solid residue was filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. customthe residue purified by flash column chromatography
  4. washeluting with 1% EtOAc/cyclohexane

출처 및 근거

ORD 기록
ord-0d961a5452df42c8855de61b7e83107b
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091237B2

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