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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 70326Generated: October 25, 2026

Water → HCID 59316492, compound

https://huagongshe.com/reaction/70326

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant3-BromobenzamideHCID 89807—
Reactant3-Fluoro-4-formylphenylboronic acidHCID 2778654—
CatalystTetrabutylammonium BromideHCID 74236—
Catalystpalladium(II) acetateHCID 167845—
SolventDiethyl EtherHCID 3283—
ProductHCID 59316492HCID 59316492—

Reaction Conditions

Temperature80 °C

Reaction Steps

A 10 mL conical vial equipped with magnetic spin vane was charged with 3-bromobenzamide (0.200 g; 1.00 mmol; Ex IV-6), 3-fluoro-4-formyl-phenyl boronic acid (0.185 g; 1.1 mmol), tetra-n-butyl ammonium bromide (0.323 g; 1.0 mmol), Pd(OAc)2 (0.0011 g; 0.005 mmol), K2CO3 (0.345 g; 2.5 mmol) and sealed with a septum. The vial was evacuated/backfilled with nitrogen (×3), water was added via syringe and the mixture was stirred at 80° C. for 2.5 h. Upon cooling, the mixture was poured into water, layered with Et2O and sonicated ca. 2 min. Solid was collected by filtration and washed with Et2O, affording the title compound as a cream-colored solid (used without further purification). LC/MS (method A) 2.02 min; m/z 244 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822518B2
Source datasetuspto-grants-2014_09
ORD IDord-d3e1859b7f464c86a6066259fa21434f
Source noteuspto-grants-2014_09