Acetic Acid → HCID 86749971, compound

Temperature

-65 °C

To a solution of 0.995 g (2.6 mmol) of 1-(acetoxy)-3,5-bis(acetyl)-2-deoxy-2,2-difluororibose in tetrahydrofuran (10ml) at -65° C. were added 5.1 ml of a 1M solution of potassium t-butoxide in tetrahydrofuran (5.1 mmol) dropwise over 10 minutes. The reaction mixture was stirred 3 hours at -65° C. and then 0.58 ml of glacial acetic acid (10.2 mmol) were added to quench the reaction. The reaction mixture was then allowed to warm to room temperature and was concentrated under reduced pressure. The residue was dissolved in ethyl acetate and washed with water. Organics were dried with sodium sulfate and concentrated under reduced pressure. The residue was triturated with diethyl ether (10 ml) and the resulting solid was dried under reduced pressure at 40° C. to give 0.63 g of 1-(acetoxy)-5-(acetyl)-2-deoxy-2,2-difluororibose.

1. customto quench
2. customthe reaction
3. temperatureto warm to room temperature
4. concentrationwas concentrated under reduced pressure
5. dissolutionThe residue was dissolved in ethyl acetate
6. washwashed with water
7. dry with materialOrganics were dried with sodium sulfate
8. concentrationconcentrated under reduced pressure
9. customThe residue was triturated with diethyl ether (10 ml)
10. customthe resulting solid was dried under reduced pressure at 40° C.

ORD record

ord-23dcd1898033471298f62ca98df1a72e

Source dataset

uspto-grants-1996_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05574021