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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1158475Generated: November 1, 2026

Potassium Carbonate → 4-Bromo-1-methoxy-2-(3-trifluoromethoxy-propoxy)-benzene

https://huagongshe.com/reaction/1158475

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant5-Bromo-2-methoxyphenolHCID 142228—
Reactant3-(Trifluoromethoxy)propyl trifluoromethanesulfonateHCID 75406356—
SolventAcetonitrileHCID 6342—
Product4-Bromo-1-methoxy-2-(3-trifluoromethoxy-propoxy)-benzeneHCID 68617225—

Reaction Steps

A mixture of 5-bromo-2-methoxy-phenol (1.20 g, 5.62 mmol), crude trifluoro-methanesulfonic acid 3-trifluoromethoxy-propyl ester (2.52 g, 6.74 mmol; purity of 74%) and anhydrous K2CO3 (1.18 g, 8.42 mmol) in MeCN (8 mL) is stirred in a sealed flask at room temperature overnight and then filtered. The combined filtrates are concentrated and the crude product is chromatographed over silica gel (eluent: toluene) to give the title compound as oil. TLC, Rf (toluene/AcOEt 10:1)=0.63. 1H-NMR (CDCl3): δ 2.25 (m, 2H), 3.87 (s, 3H), 4.13 (m, 2H), 4.23 (m, 2H), 6.79 (dd, 1H), 7.04 (d,1H), 7.09 (dd, 1H) ppm. 19F-NMR (CDCl3): zδ −60.7 ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07807709B2
Source datasetuspto-grants-2010_10
ORD IDord-5503b34dfe94442193835d2f94c18f9a
Source noteuspto-grants-2010_10