Isopropanol → HCID 59214269, compound
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH:11]([CH3:16])[C:12]([F:15])([F:14])[F:13])[C:5]#N.[OH-:17].[Na+].CC([OH:22])C>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH:11]([CH3:16])[C:12]([F:15])([F:14])[F:13])[C:5]([OH:22])=[O:17]Participants
4
Conditions
- Temperature
- 80 °C
Procedure
To a solution of 3-chloro-4-(2,2,2-trifluoro-1-methylethoxy)benzonitrile (430 mg) in IPA (3 ml) was added a 5M aqueous NaOH solution (1.37 ml), followed by stirring at 80° C. for 24 hours, and a 5M aqueous NaOH solution (1.37 ml) was further added thereto, followed by stirring at 95° C. for 24 hours. The reaction solution was concentrated until the amount was reduced to a half. To the residue was added 12M HCl, and the resulting precipitate was collected by filtration, and then dried to obtain 3-chloro-4-(2,2,2-trifluoro-1-methylethoxy)benzoic acid as a yellow solid.
Workup
- stirringby stirring at 95° C. for 24 hours
- concentrationThe reaction solution was concentrated until the amount
- additionTo the residue was added 12M HCl
- filtrationthe resulting precipitate was collected by filtration
- customdried
Sources & evidence
- ORD record
- ord-14f85f5d41034fb2bcb96ff1ab22d2f7
- Source dataset
- uspto-grants-2010_03
- Patent number
- US07678820B2
Reaction notes
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