Hydrochloric Acid → (3-Fluoro-2-nitrophenyl)acetic acid

HRID 2173272Notes

Reaction equation

HRID 2173272 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]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 579311071,3-Diethyl 2-(3-fluoro-2-nitrophenyl)propanedioate

Product 1

HCID 24824213(3-Fluoro-2-nitrophenyl)acetic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

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

  1. temperaturethe mixture was refluxed for 5 hours
  2. extractionthe mixture was extracted with EtOAc
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-ef9fc0efe7eb4971b4433feb9dde59c0
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

Loading…