Water → 4-Methoxy-6-[3-(trifluoromethyl)phenoxy] picolinic acid

HRID 1250510Notes

Reaction equation

[C:1]([C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[C:5]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=2)[N:4]=1)#N.[OH2:22].C(OCC)(=O)C.[OH2:29]>Cl>[CH3:10][O:9][C:7]1[CH:6]=[C:5]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=2)[N:4]=[C:3]([C:1]([OH:29])=[O:22])[CH:8]=1

Participants

Conditions

Temperature: 100 °C

Procedure

1.0 g (0.0032 mol) of 2-cyano-4-methoxy-6-(3-(trifluoromethyl)phenoxy} pyridine was suspended in about 10 ml of concentrated hydrochloric acid, followed by stirring the obtained suspension at about 100° C. for about 2 hours. After being allowed to stand for cooling, the reaction solution was mixed with water. The reaction solution was distributed in ethyl acetate-water, followed by washing with saturated brine. Further, the product was dried with anhydrous sodium sulfate, concentrated and purified by silica gel column chromatography, thereby obtaining an aimed product.

Workup

temperaturefor cooling
washby washing with saturated brine
dry with materialFurther, the product was dried with anhydrous sodium sulfate
concentrationconcentrated
custompurified by silica gel column chromatography

Sources & evidence

ORD record: ord-eefe634a56d34550a4ae3d09a06b1d1b
Source dataset: uspto-grants-2002_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06339045B1

Reaction notes

Loading…