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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2111967Generated: October 31, 2026

Sodium Carbonate → (1,1'-Biphenyl)-3-carboxylic acid

https://huagongshe.com/reaction/2111967

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Iodobenzoic acidHCID 12085—
ReactantPhenylboronic AcidHCID 66827—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Product(1,1'-Biphenyl)-3-carboxylic acidHCID 1285498.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

p-Iodo-benzoic acid (4.96 g, 20 mmol), phenyl boronic acid (2.68 g, 22 mmol), Na2CO3 (6.36 g, 60 mmol) and Pd(OAc)2 (44 mg) were dissolved in 80 ml water and heated to 50° C. for 1 hour. Filtered and washed EtOAc, then acidified with 1 M HCl and extracted into EtOAc, dried with Na2SO4, evaporated and recrystallised from EtOAc and heptane to yield 3.9 g of meta-phenyl benzoic acid as a white solid. 2-(3-Biphenyl-3-yl-ureido)-4-chloro-benzoic acid was then prepared according to method E (m.p. 181-183° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07521480B2
Source datasetuspto-grants-2009_04
ORD IDord-034780e5a0ad4a77953af3ecf0dfa428
Source noteuspto-grants-2009_04