Hydrochloric Acid → 4-Azidotetrafluorobenzoic acid
Reaction equation
[N:1]([C:4]1[C:13]([F:14])=[C:12]([F:15])[C:7]([C:8]([O:10]C)=[O:9])=[C:6]([F:16])[C:5]=1[F:17])=[N+:2]=[N-:3].[OH-].[Na+].Cl>CO>[N:1]([C:4]1[C:5]([F:17])=[C:6]([F:16])[C:7]([C:8]([OH:10])=[O:9])=[C:12]([F:15])[C:13]=1[F:14])=[N+:2]=[N-:3]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 2 (1.67 g, 6.7 mmol) with 10% (w/v) NaOH (4 mL) in MeOH (20 mL) was stirred overnight at room temperature. The solution was acidified by 2 M HCl in an ice bath to pH<1 and extracted with CHCl3 (3×10 mL). The extracts were dried with Na2SO4, and the mixture was filtered. Solvent was evaporated to give 3 as a white solid (1.35 g, yield=85%)
Workup
- extractionextracted with CHCl3 (3×10 mL)
- dry with materialThe extracts were dried with Na2SO4
- filtrationthe mixture was filtered
- customSolvent was evaporated
Sources & evidence
- ORD record
- ord-b4af7821f2a24bf68c29b29db80785c9
- Source dataset
- uspto-grants-2014_03
- Patent number
- US08679859B2
Reaction notes
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