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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 83530Erstellt: 26. Oktober 2026

Water → 1-Fluoro-3-((R)-2,2,2-trifluoro-1-methylethoxymethyl)benzene

https://huagongshe.com/reaction/83530

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium hydrideHCID 24758—
Edukt3-Fluorobenzyl bromideHCID 68007—
Edukt(2R)-1,1,1-trifluoropropan-2-olHCID 6993809—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-Fluoro-3-((R)-2,2,2-trifluoro-1-methylethoxymethyl)benzeneHCID 8668036569,3%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

Under argon atmosphere, a suspension of sodium hydride (76 mg, 60 wt % oil dispersion) in N,N-dimethylformamide (2.0 ml) was cooled to 0° C., a solution of N,N-dimethylformamide (2.0 ml) in (R)-1,1,1-trifluoropropan-2-ol (219 mg) was added thereto, and the mixture was stirred for 25 minutes. Then, a solution of 1-bromomethyl-3-fluorobenzene (297 mg) in N,N-dimethylformamide (2.0 ml) was added thereto, and then the mixture was stirred for 2 hours. To this reaction mixture was added water, and the mixture was extracted with ethyl acetate. This organic layer was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by silica gel thin-layer chromatography (eluent: n-hexane/ethyl acetate=9/1) to give the titled compound (242 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846746B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-0acbc048256648b3992e9eb1dbf63a17
Quellennotizuspto-grants-2014_09