Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201015Generated: October 29, 2026

Toluene → HCID 66687355, compound

https://huagongshe.com/reaction/2201015

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 86663079HCID 86663079—
Catalyst2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
SolventWaterHCID 962—
ProductHCID 66687355HCID 6668735580.7%

Reaction Steps

3-chlorobenzofuro[3,2-c]pyridine (2.89 g, 14 mmol), phenylboronic acid (2.56 g, 21 mmol), potassium phosphate (9.6 g, 42 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (0.45 g, 1.12 mmol) and Pd2(bda)3 (0.256 g, 0.28 mmol) were to toluene (100 mL) and water (10 mL). Nitrogen was bubbled through the solution for 30 minutes and then the solution was refluxed for overnight in an atmosphere of nitrogen. The reaction was then allowed to cool to room temperature and the organic phase was separated from the aqueous phase. The aqueous phase was washed with ethyl acetate and the organic fractions were combined and dried over sodium sulfate and the solvent removed under vacuum. The product was chromatographed using silica gel with ethyl acetate and hexanes as the eluent. The solvent was removed to give 2.77 g of title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359549B2
Source datasetuspto-grants-2016_06
ORD IDord-08b8ce73d4c94021bdaa92ec1b1b3717
Source noteuspto-grants-2016_06