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Cesium carbonate → 4'-[3-(2,6-dichloro-phenyl)-5-isopropyl-3H-[1,2,3]triazol-4-ylmethoxy]-2'-methyl-biphenyl-4-carboxylic acid methyl ester

HRID 424824
ノート
印刷プレビュー

反応式

HRID 424824 の反応式
Cl[CH2:2][C:3]1[N:7]([C:8]2[C:13]([Cl:14])=[CH:12][CH:11]=[CH:10][C:9]=2[Cl:15])[N:6]=[N:5][C:4]=1[CH:16]([CH3:18])[CH3:17].[CH3:19][O:20][C:21]([C:23]1[CH:28]=[CH:27][C:26]([C:29]2[CH:34]=[CH:33][C:32]([OH:35])=[CH:31][C:30]=2[CH3:36])=[CH:25][CH:24]=1)=[O:22].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[CH3:19][O:20][C:21]([C:23]1[CH:24]=[CH:25][C:26]([C:29]2[CH:34]=[CH:33][C:32]([O:35][CH2:2][C:3]3[N:7]([C:8]4[C:13]([Cl:14])=[CH:12][CH:11]=[CH:10][C:9]=4[Cl:15])[N:6]=[N:5][C:4]=3[CH:16]([CH3:18])[CH3:17])=[CH:31][C:30]=2[CH3:36])=[CH:27][CH:28]=1)=[O:22]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 536647034'-Hydroxy-2'-methyl-biphenyl-4-carboxylic Acid Methyl EsterHCID 667041505-chloromethyl-1-(2,6-dichloro-phenyl)-4-isopropyl-1H-[1,2,3]triazole

生成物 1

HCID 667041164'-[3-(2,6-dichloro-phenyl)-5-isopropyl-3H-[1,2,3]triazol-4-ylmethoxy]-2'-methyl-biphenyl-4-carboxylic acid methyl ester

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

反応条件

温度
55 °C

実験手順

To a solution of 5-chloromethyl-1-(2,6-dichloro-phenyl)-4-isopropyl-1H-[1,2,3]triazole (0.1 g, 0.328 mmol) in dimethylformamide (3 mL) is added 4′-hydroxy-2′methyl-biphenyl-4-carboxylic acid methyl ester (0.079 g, 0.326 mmol) and cesium carbonate (0.21 g, 0.646 mmol). The reaction is heated to 55° C. for 2.5 h and is cooled to room temperature. The reaction mixture is concentrated under reduced pressure. The residue is dissolved in 1N hydrochloric acid and ethyl acetate. The layers are separated and the aqueous is extracted again with ethyl acetate. The organic layers are combined and are washed with brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure to give 4′-[3-(2,6-dichloro-phenyl)-5-isopropyl-3H-[1,2,3]triazol-4-ylmethoxy]-2′-methyl-biphenyl-4-carboxylic acid methyl ester. ES/MS m/e (35Cl/37Cl) 510.2/512.2 (M+1).

後処理

  1. temperatureis cooled to room temperature
  2. concentrationThe reaction mixture is concentrated under reduced pressure
  3. dissolutionThe residue is dissolved in 1N hydrochloric acid
  4. customThe layers are separated
  5. extractionthe aqueous is extracted again with ethyl acetate
  6. washare washed with brine
  7. dry with materialdried over sodium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-c65f2a1aa3f54769b0fdea1e7d588d1e
出典データセット
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08106077B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート