Potassium Hydroxide → 4-(Difluoromethyl)benzoic acid

HRID 241444ノート

反応式

HRID 241444 の反応式
[F:1][CH:2]([F:13])[C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9]C)=[O:8])=[CH:5][CH:4]=1.[OH-].[K+]>CO>[F:1][CH:2]([F:13])[C:3]1[CH:4]=[CH:5][C:6]([C:7]([OH:9])=[O:8])=[CH:11][CH:12]=1

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 22262108Methyl 4-(difluoromethyl)benzoate

生成物 1

HCID 207393254-(Difluoromethyl)benzoic acid収率 96.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Dissolve methyl 4-(difluoromethyl)benzoate (2.855 g, 15.336 mmol) in MeOH (30 mL). Add potassium hydroxide (8.41 mL 2 equivalents, 30.7 mmol), and stir the mixture for 16 hours. Concentrate the reaction mixture under reduced pressure, and add EtOAc (100 mL) and 1 N HCl (50 mL). Stir for 30 minutes. Separate the layers. Dry the organics over Na2SO4; filter; collect the filtrate; and concentrate the filtrate under reduced pressure to give the titled compound as a white solid (2.541 g, 96% yield). 1H NMR (399.83 MHz, d6-DMSO) δ 13.29-13.28 (m, 1H), 8.04 (d, J=7.8 Hz, 2H), 7.67 (d, J=8.0 Hz, 2H), 7.24-6.97 (t, J=55.6, 1H).

後処理

  1. concentrationConcentrate the reaction mixture under reduced pressure
  2. additionadd EtOAc (100 mL) and 1 N HCl (50 mL)
  3. customSeparate the layers
  4. dry with materialDry the organics over Na2SO4
  5. filtrationfilter
  6. customcollect the filtrate
  7. concentrationand concentrate the filtrate under reduced pressure

出典と根拠

ORDレコード
ord-d6d72ec838ff4ff1be997c257bbd8761
出典データセット
uspto-grants-2014_02
特許番号
US08648200B2

反応ノート

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