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HRID 36978Erstellt: 23. Oktober 2026

Sodium hydride → Ethyl 3-trifluoromethanesulfonyloxy-2-heptenoate

https://huagongshe.com/de/reaction/36978

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt1,1,1-Trifluoro-N-phenylmethanesulfonamideHCID 68012—
EduktEthyl 3-oxoheptanoateHCID 559036—
EduktDiethylether hexaneHCID 21584099—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelDiethylether waterHCID 21584184—
ProduktEthyl 3-trifluoromethanesulfonyloxy-2-heptenoateHCID 54561069—

Reaktionsschritte

Ethyl 3-ketoheptanoate (2.07 g, 12 mmol) was dissolved in dimethylformamide (60 mL) under argon and sodium hydride (357 mg, 14.4 mmol) was added. After 30 minutes at room temperature the solid N-phenyltrifluoro-methanesulfonamide (Tetra. Letters, (1983), 24, 979) (4.97 g, 13.8 mmol) was added. The reaction was stirred for 2 hours, diluted with ether/water and the usual workup gave after chromatography with 5:95 ether/hexane 3.45 g (94%) of ethyl 3-trifluoromethanesulfonyloxy-2-heptenoate.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05418250
Quelldatensatzuspto-grants-1995_05
ORD IDord-1eeaf04cd8bc43fdbc3683d9c62006b0
Quellennotizuspto-grants-1995_05