Selectfluor → HCID 91619015, compound

Selectfluor™ (1.16 g, 3.27 mmol) was added to a solution of 5,7-difluoro-1-indanone (CAS No. 84315-25-3, 500 mg, 2.97 mmol) in MeOH (20 mL) at room temperature. The mixture was refluxed for 2 hours and cooled to room temperature. Then the solvent was distilled off under reduced pressure. The residue was treated with DCM and the insoluble matter was filtered off. Then the solvent was distilled off under reduced pressure. The residue was dissolved in MeCN (10 mL) and 5 N HCl (5 mL). The solution was stirred at room temperature for 1 hour, and then concentrated in vacuo. The residue was partitioned between AcOEt and H2O. The organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo to afford the title compound (547 mg, 2.94 mmol). 1H NMR (400 MHz, CDCl3)

1. customat room temperature
2. temperatureThe mixture was refluxed for 2 hours
3. distillationThen the solvent was distilled off under reduced pressure
4. additionThe residue was treated with DCM
5. filtrationthe insoluble matter was filtered off
6. distillationThen the solvent was distilled off under reduced pressure
7. dissolutionThe residue was dissolved in MeCN (10 mL)
8. concentrationconcentrated in vacuo
9. customThe residue was partitioned between AcOEt and H2O
10. washThe organic layer was washed with brine
11. dry with materialdried over MgSO4
12. concentrationconcentrated in vacuo

ORD record

ord-6980da7f65024b92893e59cb6356b227

Source dataset

uspto-grants-2015_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09018260B2