Ethylene Glycol → 2-Methyl-4-(trifluoromethyl)benzoic acid

HRID 890136

반응식

HRID 890136 반응식
[OH-:1].[K+].[CH3:3][C:4]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[CH:8]C=1C#N.[CH2:16]([OH:19])[CH2:17]O>O>[CH3:3][C:4]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[CH:8][C:17]=1[C:16]([OH:19])=[O:1]

참가 물질

5

반응물 3

HCID 174Ethylene GlycolHCID 14797Potassium HydroxideHCID 222503322-Methyl-4-(trifluoromethyl)benzonitrile

생성물 1

HCID 222116582-Methyl-4-(trifluoromethyl)benzoic acid

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
125 °C

실험 절차

Potassium hydroxide (15.7 g, 0.28 mole) and 15 mL of water were added as a solution to a stirred, heterogeneous mixture of 2-methyl-4-(trifluoromethyl)benzonitrile (13 g, 70 mmol) and 135 mL of ethylene glycol. The reaction mixture was heated at 120-130° C. for 20 hours and allowed to cool to room temperature. The dark solution was poured into 800 mL of water and filtered through celite. The filtrate was washed with ether and then the aqueous was acidified with concentrated hydrochloric acid. This aqueous phase was extracted three times with ethyl acetate, the organic extracts were combined, dried over magnesium sulfate and evaporated under reduced pressure to afford the title compound as a tan solid.

후처리

  1. temperatureto cool to room temperature
  2. filtrationfiltered through celite
  3. washThe filtrate was washed with ether
  4. extractionThis aqueous phase was extracted three times with ethyl acetate
  5. dry with materialdried over magnesium sulfate
  6. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-e89eef6a61a94d83865f587c7b3d3a10
출처 데이터셋
uspto-grants-2006_02
특허 번호
US06995178B2

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