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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194890Generated: November 1, 2026

Sodium Carbonate → 2-(2'-Chlorobiphenyl-4-yl)-3-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]-phenyl}propanenitrile

https://huagongshe.com/reaction/2194890

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-(4-Bromophenyl)-3-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}propanenitrileHCID 67449101—
Catalystpalladium acetate PPh3HCID 11554889—
SolventWaterHCID 962—
Solventn-Propanol dioxaneHCID 67832237—
Product2-(2'-Chlorobiphenyl-4-yl)-3-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]-phenyl}propanenitrileHCID 67448242—

Reaction Steps

To a solution 2-(4-bromophenyl)-3-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}propanenitrile (1 eq.) from step 1,2-chlorophenylboronic acid (2 eq.) in n-propanol:dioxane (1:2; 0.17M) at room temperature was added palladium acetate/triphenyl phosphine (1:3; 0.05 eq.) and aqueous Na2CO3 (2M; 4 eq.). The mixture was stiffed 30 min at 150° C. in microwave (Smith Creator; Personal Chemistry), cooled to room temperature, poured in water and extracted with EtOAc. The organic extract was washed with water, brine, dried over MgSO4 filtered and concentrated. Purification by column chromatography on silica gel, eluting with Hex/EtOAc 5% afforded the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334308B2
Source datasetuspto-grants-2012_12
ORD IDord-42e34a5292b842d0833e41054358c434
Source noteuspto-grants-2012_12