Water → 4-Methoxy-6-[3-(trifluoromethyl)phenoxy] picolinic acid
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]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
2-cyano-4-methoxy-6-[3-(trifluoromethyl)phenoxy] pyridine (1.0 g, 0.0034 mol) was suspended in about 10 ml of concentrated hydrochloric acid. The obtained suspension was stirred at about 100° C. for about 2 hours. After being allowed to stand for cooling, the obtained reaction solution was mixed with water, and then distributed in ethyl acetate-water. The organic phase separated from the solution was washed with saturated brine, dried with anhydrous sodium sulfate, concentrated and then purified by silica gel column chromatography (eluting solution: ethyl acetate/hexane), thereby obtaining an aimed product.
Workup
- temperaturefor cooling
- customthe obtained reaction solution
- customThe organic phase separated from the solution
- washwas washed with saturated brine
- dry with materialdried with anhydrous sodium sulfate
- concentrationconcentrated
- custompurified by silica gel column chromatography (eluting solution: ethyl acetate/hexane)
Sources & evidence
- ORD record
- ord-07d56f28a5bb4ea89acaa167c20174dc
- Source dataset
- uspto-grants-2000_12
- Patent number
- US06159901
Reaction notes
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