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Ethanol → 4-(Benzylamino)-2-(4-fluoroanilino)benzoic acid

HRID 2191685
ノート
印刷プレビュー

反応式

HRID 2191685 の反応式
[OH-].[Na+].C(O)C.[CH2:6]([NH:13][C:14]1[CH:23]=[CH:22][C:17]([C:18]([O:20]C)=[O:19])=[C:16]([NH:24][C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)[CH:15]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[Cl-].[Na+]>C(OCC)(=O)C.C(O)(=O)C>[CH2:6]([NH:13][C:14]1[CH:23]=[CH:22][C:17]([C:18]([OH:20])=[O:19])=[C:16]([NH:24][C:25]2[CH:26]=[CH:27][C:28]([F:31])=[CH:29][CH:30]=2)[CH:15]=1)[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 702EthanolHCID 5234Sodium ChlorideHCID 14798Sodium Hydroxide2 回HCID 57667993Methyl 4-(benzylamino)-2-(4-fluoroanilino)benzoate

生成物 1

HCID 576680934-(Benzylamino)-2-(4-fluoroanilino)benzoic acid収率 73.8%

試薬・触媒・溶媒 2

HCID 176
Acetic Acid
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

10% Sodium hydroxide aqueous solution 0.82 mL was added to a suspension of ethanol 3.0 mL of methyl 4-(benzylamino)-2-(4-fluoroanilino)benzoate 0.24 g at room temperature, and it was heated and refluxed for 2 hours. After the reaction mixture was cooled to room temperature, 10% sodium hydroxide aqueous solution 0.82 mL was added, and it was heated and refluxed for 3 hours. After the reaction mixture was cooled to room temperature, acetic acid 2.0 mL, saturated sodium chloride aqueous solution 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-(benzylamino)-2-(4-fluoroanilino)benzoic acid 0.17 g of white solid.

後処理

  1. temperatureit was heated
  2. temperaturerefluxed for 2 hours
  3. temperatureit was heated
  4. temperaturerefluxed for 3 hours
  5. temperatureAfter the reaction mixture was cooled to room temperature
  6. customThe organic layer was separated
  7. customcollected
  8. dry with materialdried over anhydrous magnesium sulfate
  9. customthe solvent was removed under reduced pressure
  10. additionDiisopropyl ether and hexane were added to the obtained residue, and solid matter
  11. filtrationwas filtrated

出典と根拠

ORDレコード
ord-057cd676c6bc47dfa5e94caf7ac682e1
出典データセット
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08327467B2

反応ノート

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