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

HRID 9669

反応式

HRID 9669 の反応式
[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]

参加物

5

反応物 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-one2 回

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0d961a5452df42c8855de61b7e83107b
出典データセット
uspto-grants-2006_08
特許番号
US07091237B2

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