Acetone → 1-(2-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid

HRID 251917

반응식

HRID 251917 반응식
[Mn]([O-])(=O)(=O)=O.[K+].[Cl:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N:14]1[C:18]([C:19]2[O:20]C=CC=2)=[CH:17][C:16]([C:24]([F:27])([F:26])[F:25])=[N:15]1.CC(C)=[O:30].[OH-].[Na+]>O>[Cl:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N:14]1[C:18]([C:19]([OH:20])=[O:30])=[CH:17][C:16]([C:24]([F:27])([F:26])[F:25])=[N:15]1

참가 물질

6

반응물 4

HCID 180AcetoneHCID 14798Sodium HydroxideHCID 516875Potassium PermanganateHCID 574582361-(2-Chlorophenyl)-5-(furan-2-yl)-3-(trifluoromethyl)-1H-pyrazole

생성물 1

HCID 179605961-(2-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid

시약·촉매·용매 1

HCID 962Water용매

실험 절차

An aqueous solution of 27.94 g of potassium permanganate in 100 ml of water was added dropwise to a mixture of 18.43 g of 1-(2-chlorophenyl)-5-(2-furyl)-3-trifluoromethyl-1H-pyrazole and 250 ml of acetone with being kept at 40° C. or lower. Then, the mixture was stirred at room temperature for 20 hours. The reaction mixture was filtered through Celite (registered trademark) to obtain a filtrate. The filtrate was adjusted to pH 10-12 by an addition of a 2N aqueous sodium hydroxide solution, and then extracted with ethyl acetate two times. The aqueous layer was adjusted to around pH 3 by an addition of 2 N hydrochloric acid, and then extracted with methyl tert-butyl ether three times. The organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried over magnesium sulfate, and concentrated under reduced pressure to obtain 10.65 g of 1-(2-chlorophenyl)-3-trifluoromethyl-1H-pyrazole-5-carboxylic acid of the formula:

후처리

  1. customwith being kept at 40° C.
  2. filtrationThe reaction mixture was filtered through Celite (registered trademark)
  3. customto obtain a filtrate
  4. extractionextracted with ethyl acetate two times
  5. additionThe aqueous layer was adjusted to around pH 3 by an addition of 2 N hydrochloric acid
  6. extractionextracted with methyl tert-butyl ether three times
  7. washwashed with an aqueous saturated sodium chloride solution
  8. dry with materialdried over magnesium sulfate
  9. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-e7cb78fb2a8c4b68be55749e10866632
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07867949B2

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