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HRID 642901Erstellt: 24. Oktober 2026

Sodium hydride → trifluoromethanesulfonic acid 2,2,2-trifluoro-1(R)-(4-fluorophenyl)ethyl ester

https://huagongshe.com/de/reaction/642901

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
EduktTrifluoromethanesulfonyl chlorideHCID 79000—
Edukt(1R)-2,2,2-trifluoro-1-(4-fluorophenyl)ethan-1-olHCID 12640348—
LösungsmittelDiethyl EtherHCID 3283—
Produkttrifluoromethanesulfonic acid 2,2,2-trifluoro-1(R)-(4-fluorophenyl)ethyl esterHCID 8661009694%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

NaH (11.87 g, 296.7 mmol) was added to Et2O (700 mL) at 0° C. under N2 followed by addition of an Et2O solution of 2,2,2-trifluoro-1(R)-(4-fluorophenyl)ethanol (44.3 g, 228.2 mmol). The reaction mixture was stirred for 10 min at 0° C. then 1 h at room temperature. Trifluoromethanesulfonyl chloride (50 g, 296.7 mmol) in Et2O was added at 0° C. under N2 and the reaction mixture was stirred 10 min at 0° C. then 3 h at room temperature. The solvent was removed under the reduced pressure and H2O (100 mL) was added slowly. The aqueous layer was extracted by hexane and the combined organic layer was dried over MgSO4. The solvent was removed under the reduced pressure to give trifluoromethanesulfonic acid 2,2,2-trifluoro-1(R)-(4-fluorophenyl)ethyl ester (70 g) as colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07696250B2
Quelldatensatzuspto-grants-2010_04
ORD IDord-79da370cd4a74eccabbb5253c57ce4a7
Quellennotizuspto-grants-2010_04