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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 83552Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/83552

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium hydrideHCID 24758—
Edukt1-(Bromomethyl)-3-chlorobenzeneHCID 69838—
Edukt(2R)-1,1,1-trifluoropropan-2-olHCID 6993809—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-Chloro-3-((R)-2,2,2-trifluoro-1-methylethoxymethyl)benzeneHCID 8668037985%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

Under argon atmosphere, a suspension of sodium hydride (77 mg, 60 wt % oil dispersion) in N,N-dimethylformamide (2.0 ml) was cooled to 0° C., a solution of (R)-1,1,1-trifluoropropan-2-ol (213 mg) in N,N-dimethylformamide (2.0 ml) was added thereto, and the mixture was stirred for 15 minutes. Then, a solution of 1-bromomethyl-3-chlorobenzene (311 mg) in N,N-dimethylformamide (2.0 ml) was added thereto, and then the mixture was stirred at room temperature for 2.5 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 magnesium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (eluent: n-hexane/ethyl acetate=1/0 to 19/1) to give the titled compound (307 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846746B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-d36057139f1f4c4997e333649a93df93
Quellennotizuspto-grants-2014_09