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

HRID 890447Notizen

Reaktionsgleichung

[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

Komponenten

Reaktionsbedingungen

Temperatur: 100 °C

Versuchsvorschrift

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.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag: ord-f3cbcf9b3ae34e158c31bed315bb61c0
Quelldatensatz: uspto-grants-2006_02
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06995263B2

Notizen zur Reaktion

Wird geladen…