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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38697Generated: October 25, 2026

1,2-Dimethoxyethane → {2'-[(Benzyl-ethyl-carbamoyloxy)-methyl]-6-methoxy-4'-trifluoromethyl-biphenyl-3-yl}-acetic acid ethyl ester

https://huagongshe.com/reaction/38697

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantPotassium CarbonateHCID 11430—
Reactant[4-Methoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid ethyl esterHCID 58120060—
ReactantBenzyl-ethyl-carbamic acid 2-bromo-5-trifluoromethyl-benzyl esterHCID 67430273—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Product{2'-[(Benzyl-ethyl-carbamoyloxy)-methyl]-6-methoxy-4'-trifluoromethyl-biphenyl-3-yl}-acetic acid ethyl esterHCID 67431340—

Reaction Conditions

Temperature75 °C

Reaction Steps

Benzyl-ethyl-carbamic acid 2-bromo-5-trifluoromethyl-benzyl ester (0.354 g, 0.85 mmol), [4-methoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid ethyl ester (0.300 g, 0.94 mmol), and potassium carbonate (0.410 g, 2.98 mmol) were combined in a deoxygenated solution of DME (8 mL) and H2O (4 mL). Tetrakis(triphenylphosphine)palladium(0) (0.100 g, 0.09 mmol) was added, and the reaction was stirred at 75° C. for 2 hours. After work-up, the crude material was purified by silica gel chromatography (0-50% EtOAc in hexanes) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524748B2
Source datasetuspto-grants-2013_09
ORD IDord-17cad45c042f43d4ad9e34d1695b855a
Source noteuspto-grants-2013_09