Potassium Carbonate → HCID 43091431, compound

To a solution of 3-bromo-dihydro-furan-2-one (16 g, 97.6 mmol) in 300 mL of CH3CN was added K2CO3 (20 g, 146 mmol), followed by mercapto-acetic acid tert-butyl ester (14.5 g, 98 mmol). The reaction mixture was refluxed for 2 hrs and cooled. The mixture was filtered and the filtrate was concentrated. The residue was redissolved in 300 mL of EtOAc and the resulting solution was washed with 1N HCl (100 mL*2). The organic layer was dried over MaSO4, filtered and concentrated to afford the ter-butyl ester title compound (23 g). 16 g of the ester was dissolved in 250 ml of HCl-MeOH (4M) and stirred at 25° C. for 4 hrs. The reaction mixture was concentrated below 45° C. in vacuum. The residue was purified by column chromatography (EtOAc) to afford 7 g of the title compound.

1. temperatureThe reaction mixture was refluxed for 2 hrs
2. temperaturecooled
3. filtrationThe mixture was filtered
4. concentrationthe filtrate was concentrated
5. dissolutionThe residue was redissolved in 300 mL of EtOAc
6. washthe resulting solution was washed with 1N HCl (100 mL*2)
7. customThe organic layer was dried over MaSO4
8. filtrationfiltered
9. concentrationconcentrated

ORD record

ord-7a119bb43c9e4ca699480a88fc0a028f

Source dataset

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08912209B2