Water → [2-Methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetic Acid

HRID 890447노트

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HRID 890447 반응식
[CH3:1][C:2]1[C:7]([CH2:8][C:9]#N)=[CH:6][CH:5]=[C:4]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=2)[N:3]=1.[OH-:21].[Na+].[OH2:23]>C(O)CC>[CH3:1][C:2]1[C:7]([CH2:8][C:9]([OH:23])=[O:21])=[CH:6][CH:5]=[C:4]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=2)[N:3]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 21935781[2-Methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetonitrile

생성물 1

HCID 21935927[2-Methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetic Acid수율 93.9%

시약·촉매·용매 1

HCID 10311-Propanol용매

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온도
100 °C

실험 절차

A mixture of 25 g (90 mmol) of the above prepared [2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetonitrile, 20 g of sodium hydroxide (500 mmol), 60 ml of water and 250 ml of propanol was stirred vigorously at 100° C. Hydrolysis was complete after 2 hours. The reaction mixture was then evaporated to dryness and the residue was dissolved in 70 ml of water; then, 60 ml of cold 8 N aqueous HCl were added and the compound was extracted with three portions of 250 ml of ethyl acetate; the combined organic phases were washed with water and brine, dried with anhydrous sodium sulfate and evaporated. 25.1 g (93.9%) of [2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetic acid were obtained as a pale yellow solid.

후처리

  1. additionA mixture of 25 g (90 mmol) of the
  2. customHydrolysis
  3. customThe reaction mixture was then evaporated to dryness
  4. dissolutionthe residue was dissolved in 70 ml of water
  5. additionthen, 60 ml of cold 8 N aqueous HCl were added
  6. extractionthe compound was extracted with three portions of 250 ml of ethyl acetate
  7. washthe combined organic phases were washed with water and brine
  8. dry with materialdried with anhydrous sodium sulfate
  9. customevaporated

출처 및 근거

ORD 기록
ord-f3cbcf9b3ae34e158c31bed315bb61c0
출처 데이터셋
uspto-grants-2006_02
특허 번호
US06995263B2

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