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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1594936Generated: October 31, 2026

Cesium carbonate → 6-(3-Methoxyphenyl)-2-naphthalenecarbonitrile

https://huagongshe.com/reaction/1594936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant(3-Methoxyphenyl)boronic acidHCID 2734370—
Reactant6-Cyano-2-naphthyl trifluoromethanesulfonateHCID 15541822—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
Product6-(3-Methoxyphenyl)-2-naphthalenecarbonitrileHCID 2170685054%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of Example 28B (300 mg, 1 mmol), palladium (II) acetate (22 mg, 0.1 mmol) and 1-1′-bis(diphenyphosphino)ferrocene (111 mg, 0.2 mmol) was stirred in DMF (3 mL) for 15 min, treated with Cs2CO3 (813 mg, 2.5 mmol) and 3-methoxyphenylboronic acid (228 mg, 1.5 mmol), stirred for 20 min at 80° C., cooled, treated with pH 7 buffer (10 mL) and extracted with diethyl ether. The ether extracts were dried (MgSO4), concentrated and purified on silica gel with 10% ethyl acetate/haexane to provide 140 mg of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06284796B1
Source datasetuspto-grants-2001_09
ORD IDord-15daa46ed564431182e3230f4ba3cf96
Source noteuspto-grants-2001_09