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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404960Generated: October 31, 2026

Hydrochloric Acid → 3'-Borono-4-chlorobiphenyl-3-carboxylic acid

https://huagongshe.com/reaction/404960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Iodophenylboronic acidHCID 2734362—
Reactant2-Chloro-5-(dihydroxyboranyl)benzoic acidHCID 23005333—
CatalystHCID 178418476HCID 178418476—
SolventToluene methanolHCID 21867641—
Product3'-Borono-4-chlorobiphenyl-3-carboxylic acidHCID 66799476—

Reaction Conditions

Temperature75 °C

Reaction Steps

5-Borono-2-chlorobenzoic acid (200 mg, 1 mmol), 3-iodophenylboronic acid (125 mg, 0.5 mmol), K2CO3 (207 mg, 1.5 mmol) and PdCl2(PPh3)2 (37 mg, 0.05 mmol) were dissolved in a mixture of toluene-MeOH (17 mL:1.7 mL) and heated at 75° C. for 3 hours. The mixture was filtered through celite washed with water and the solvent was evaporated in vacuo. The formed crude residue was acidified with 2 M HCl and extracted into EtOAc and dried over anhyd. Na2SO4, evaporated solvent in vacuo to obtain crude 3′-borono-4-chlorobiphenyl-3-carboxylic acid as a reddish brown solid. The crude product was used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748632B2
Source datasetuspto-grants-2014_06
ORD IDord-918fe80fdb5443108331e3c160e6302e
Source noteuspto-grants-2014_06