Hydrochloric Acid → HCID 57983925, compound

Participants

Reaction Conditions

Reaction Steps

In a nitrogen atmosphere at 5° C., 100 ml of 1.6M n-butyllithium in hexane was added to a mixture of 21.7 g of 1,1,1,3,3,3-hexafluoro-2-propanol and 120 g of tetrahydrofuran. The mixture was stirred at 5° C. for 1 hour. Then a dilution of 22.8 g of 2-oxopropyl 5-norbornene-2-carboxylate in 30 g of tetrahydrofuran was added at 5° C. The mixture was stirred for 15 hours, after which dilute hydrochloric acid was added for quenching and neutralization. This was followed by conventional aqueous work-up and recrystallization from hexane for purification, collecting 24.6 g of 2-methyl-3,3,5,5,5-pentafluoro-2,4,4-trihydroxypentyl 5-norbornene-2-carboxylate (yield 58%).

Provenance & Evidence