Hydrochloric Acid → 4-(Cyclohexyloxy)-2-(4-fluoroanilino)benzoic acid

HRID 2191666ノート

反応式

HRID 2191666 の反応式
[OH-].[Na+].CC(O)C.[CH:7]1([O:13][C:14]2[CH:23]=[CH:22][C:17]([C:18]([O:20]C)=[O:19])=[C:16]([NH:24][C:25]3[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=3)[CH:15]=2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1.Cl>C(OCC)(=O)C>[CH:7]1([O:13][C:14]2[CH:23]=[CH:22][C:17]([C:18]([OH:20])=[O:19])=[C:16]([NH:24][C:25]3[CH:26]=[CH:27][C:28]([F:31])=[CH:29][CH:30]=3)[CH:15]=2)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 14798Sodium HydroxideHCID 57668066Methyl 4-(cyclohexyloxy)-2-(4-fluoroanilino)benzoate

生成物 1

HCID 576680024-(Cyclohexyloxy)-2-(4-fluoroanilino)benzoic acid収率 20.9%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

10% Sodium hydroxide aqueous solution 0.25 mL was added to a suspension of 2-propanol 2.0 mL of methyl 4-(cyclohexyloxy)-2-(4-fluoroanilino)benzoate 40 mg at room temperature, and it was heated and refluxed for 5 hours. After the reaction mixture was cooled to room temperature,1.0 mol/L hydrochloric acid and ethyl acetate were added to it. The organic layer was separated and collected,dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. Diisopropyl ether and hexane were added to the obtained residue, and solid matter was filtrated to give 4-(cyclohexyloxy)-2-(4-fluoroanilino)benzoic acid 8 mg of white solid.

後処理

  1. temperatureit was heated
  2. temperaturerefluxed for 5 hours
  3. customThe organic layer was separated
  4. customthe solvent was removed under reduced pressure
  5. additionDiisopropyl ether and hexane were added to the obtained residue, and solid matter
  6. filtrationwas filtrated

出典と根拠

ORDレコード
ord-0ee9a5cb7b074377be538df55908c6e4
出典データセット
uspto-grants-2012_12
特許番号
US08327467B2

反応ノート

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