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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 355370Erstellt: 24. Oktober 2026

Triethylamine → 1-(Methanesulfonyloxymethyl)-3-bromo-5-(trifluoromethyl)benzene

https://huagongshe.com/de/reaction/355370

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktMethanesulfonyl chlorideHCID 31297—
Edukt[3-Bromo-5-(trifluoromethyl)phenyl]methanolHCID 29919767—
LösungsmittelCitric AcidHCID 311—
LösungsmittelDichloromethaneHCID 6344—
Produkt1-(Methanesulfonyloxymethyl)-3-bromo-5-(trifluoromethyl)benzeneHCID 1894216465,6%

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

Methanesulfonyl chloride (342 mg) was added dropwise to a stirred solution of 3-bromo-5-(trifluoromethyl)benzyl alcohol (560 mg) and triethylamine (417 μl) in dry dichloromethane (20 ml) at -78° C. under a dry nitrogen atmosphere. The reaction was maintained at -78° C. for 30 minutes and then allowed to warm to room temperature over 2 hours. After this period the reaction mixture was diluted with 5% aqueous citric acid and the organic layers were separated, dried over MgSO4, filtered and the solvent removed under reduced pressure to give 1-(methanesulfonyloxymethyl)-3-bromo-5-(trifluoromethyl)benzene as a yellow oil (480 mg) 1H NMR (360 MHz,CDCl3) δ 3.06 (3H,s),5.24 (2H, s), 7.59 (1H, s), 7.75 (1H, s), 7.94 (1H, s).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05830892
Quelldatensatzuspto-grants-1998_11
ORD IDord-a70933ee95ad45b4ab929a9400ac9fed
Quellennotizuspto-grants-1998_11