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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1028981Erstellt: 26. Oktober 2026

Triphenylphosphine → 2-Bromo-1-((2-chloro-5-(trifluoromethyl)phenoxy)methyl)-3-methylbenzene

https://huagongshe.com/reaction/1028981

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
EduktPhenol, 2-chloro-5-(trifluoromethyl)-HCID 123498—
Eduktethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Edukt(2-Bromo-3-methylphenyl)methanolHCID 52987706—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-Bromo-1-((2-chloro-5-(trifluoromethyl)phenoxy)methyl)-3-methylbenzeneHCID 67324702—

Reaktionsschritte

To a solution of (2-bromo-3-methylphenyl)methanol (0.5 g, 2.49 mmol), triphenylphosphine (1.31 g, 4.97 mmol) and 2-chloro-5-(trifluoromethyl)phenol (0.37 mL, 2.74 mmol) in DCM (12.4 mL) at 0° C. was added diethyl azodicarboxylate (1.97 mL, 4.97 mmol) and the reaction warmed to RT for 30 min. The reaction was quenched with water and the aqueous layer was extracted with EtOAc. The organic layer was then washed with water and brine (3× ea.), dried over Na2SO4 and concentrated in vacuo. The crude material was purified by column chromatography (0-50% Hexene/EtOAc) to afford 2-bromo-1-((2-chloro-5-(trifluoromethyl)phenoxy)methyl)-3-methylbenzene as a clear oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08735384B2
Quelldatensatzuspto-grants-2014_05
ORD IDord-e3f1a608aece4bdfb61e9b6616cbd648
Quellennotizuspto-grants-2014_05