Phenylpyruvic acid → HCID 12918242, compound

To a stirred suspension of Phenylpyruvic acid (5.0 g, 30.5 mmol) in AcOH (20 ml), was added dropwise a solution of bromine (1.57 mL, 30.5 mmol) in AcOH (5 ml) over 1 h at rt. After complete addition, stirring was continued for additional 30 min at the same temperature and then the reaction mixture was concentrated under reduced pressure. To the residue was added diisopropyl ether (30 ml) and the mixture was concentrated under reduced pressure. To the residue was added 1,2-dichloroethane (30 ml) and then the solution was kept on standing for 3 days at room temperature. The resultant precipitate was removed by filtration. To the filtrate was added hexane (20 mL) and the resulting precipitate was collected by filtration to obtain title compound (837 mg, 11%) as a colorless solid.

1. additionAfter complete addition
2. concentrationthe reaction mixture was concentrated under reduced pressure
3. additionTo the residue was added diisopropyl ether (30 ml)
4. concentrationthe mixture was concentrated under reduced pressure
5. additionTo the residue was added 1,2-dichloroethane (30 ml)
6. waiton standing for 3 days at room temperature
7. customThe resultant precipitate was removed by filtration
8. additionTo the filtrate was added hexane (20 mL)
9. filtrationthe resulting precipitate was collected by filtration

ORD record

ord-068098f9dbd54713bba83b3b23e977f6

Source dataset

uspto-grants-2015_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09139589B2