Hydrochloric Acid → (3-Fluoro-2-nitrophenyl)acetic acid
Reaction equation
[F:1][C:2]1[C:3]([N+:19]([O-:21])=[O:20])=[C:4]([CH:8](C(OCC)=O)[C:9]([O:11]CC)=[O:10])[CH:5]=[CH:6][CH:7]=1.Cl>O>[F:1][C:2]1[C:3]([N+:19]([O-:21])=[O:20])=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[CH:6][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A suspension of diethyl (3-fluoro-2-nitrophenyl)propanedioate (5.50 g, 18.3 mmol) in 40 mL of water was added 40 mL of concentrated hydrochloric acid and the mixture was refluxed for 5 hours. Cooled to room temperature, the mixture was extracted with EtOAc, dried over anhydrous sodium sulfate and concentrated to get crude (3-fluoro-2-nitrophenyl)acetic acid, which was used for next step without purification.
Workup
- temperaturethe mixture was refluxed for 5 hours
- extractionthe mixture was extracted with EtOAc
- dry with materialdried over anhydrous sodium sulfate
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-ef9fc0efe7eb4971b4433feb9dde59c0
- Source dataset
- uspto-grants-2015_06
- Patent number
- US09056859B2
Reaction notes
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