Potassium Carbonate → 3-(4-Chloro-2-formyl-phenoxy)-2,2-dimethyl-propionic acid methyl ester

HRID 504475ノート

反応式

HRID 504475 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:10])=[C:6]([CH:9]=1)[CH:7]=[O:8].[CH3:11][O:12][C:13](=[O:29])[C:14]([CH3:28])([CH3:27])[CH2:15]OS(C1C=CC(C)=CC=1)(=O)=O.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH3:11][O:12][C:13](=[O:29])[C:14]([CH3:28])([CH3:27])[CH2:15][O:10][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:9][C:6]=1[CH:7]=[O:8]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 124815-Chloro-salicylaldehydeHCID 22479327Methyl 3-(p-tolylsulfonyloxy)-2,2-dimethylpropanoate

生成物 1

HCID 575660603-(4-Chloro-2-formyl-phenoxy)-2,2-dimethyl-propionic acid methyl ester収率 923.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

5-chloro-2-hydroxy-benzaldehyde (3.1 g, 2 mmol), 2,2-dimethyl-3-(toluene-4-sulfonyloxy)-propionic acid methyl ester (5.46 g, 24 mmol), K2CO3 (5.5 g, 40 mmol) and KI (0.1 g) were mixed in DMF (20 mL). Then the mixture was irradiated by microwave for an hour at 150° C. The mixture was filtered and the filtrate was concentrated. The residue was dissolved in ethyl acetate and washed with 1N NaOH. Then the organic layer was dried over anhydrous Na2SO4 and concentrated to give title compound (Yield: 5 g, 92.5%).

後処理

  1. customThen the mixture was irradiated by microwave for an hour at 150° C
  2. filtrationThe mixture was filtered
  3. concentrationthe filtrate was concentrated
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. washwashed with 1N NaOH
  6. dry with materialThen the organic layer was dried over anhydrous Na2SO4
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-fd15740c394e48e793191144947b8f96
出典データセット
uspto-grants-2010_08
特許番号
US07776875B2

反応ノート

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