Potassium Carbonate → methyl 2-[(4-{2-[4-(1H-imidazol-1-yl)phenoxy]ethyl}phenoxy)methyl]benzoate

HRID 2111999

反応式

HRID 2111999 の反応式
CS([O:5][CH2:6][CH2:7][C:8]1[CH:25]=[CH:24][C:11]([O:12][CH2:13][C:14]2[CH:23]=[CH:22][CH:21]=[CH:20][C:15]=2[C:16]([O:18][CH3:19])=[O:17])=[CH:10][CH:9]=1)(=O)=O.[N:26]1([C:31]2[CH:36]=[CH:35][C:34](O)=[CH:33][CH:32]=2)[CH:30]=[CH:29][N:28]=[CH:27]1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[N:26]1([C:31]2[CH:36]=[CH:35][C:34]([O:5][CH2:6][CH2:7][C:8]3[CH:25]=[CH:24][C:11]([O:12][CH2:13][C:14]4[CH:23]=[CH:22][CH:21]=[CH:20][C:15]=4[C:16]([O:18][CH3:19])=[O:17])=[CH:10][CH:9]=3)=[CH:33][CH:32]=2)[CH:30]=[CH:29][N:28]=[CH:27]1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 823151-(p-Hydroxyphenyl)imidazoleHCID 86601923Methyl 2-[(4-{2-[(methylsulfonyl)oxy]ethyl}phenoxy)methyl]benzoate

生成物 1

HCID 68869830methyl 2-[(4-{2-[4-(1H-imidazol-1-yl)phenoxy]ethyl}phenoxy)methyl]benzoate収率 113.7%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
75 °C

実験手順

Methyl 2-[(4-{2-[(methylsulfonyl)oxy]ethyl}phenoxy)methyl]benzoate (0.2 g, 0.55 mmol) and 4-(1H-imidazol-1-yl)phenol (0.11 g, 0.66 mmol) was dissolved in acetonitrile (10 ml) and potassium carbonate (0.09 g, 0.66 mmol) was added. The mixture was stirred over night at 75° C. Remove the acetonitrile by evaporation, dilute with EtOAc (10 ml) and wash the organic phase with Brine three times, dry (MgSO4) and evaporate. This gave 0.268 g of methyl 2-[(4-{2-[4-(1H-imidazol-1-yl)phenoxy]ethyl}phenoxy)methyl]benzoate (yield 90%).

後処理

  1. customRemove the acetonitrile
  2. customby evaporation
  3. additiondilute with EtOAc (10 ml)
  4. washwash the organic phase with Brine three times
  5. dry with materialdry (MgSO4)
  6. customevaporate

出典と根拠

ORDレコード
ord-eabb4deeb9264e45adee50c353f77ca3
出典データセット
uspto-grants-2009_04
特許番号
US07521461B2

関連ノート

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