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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 915674Generated: October 31, 2026

Potassium Carbonate → 99113-85-6

https://huagongshe.com/reaction/915674

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTriphenylphosphineHCID 11776—
ReactantPhenylboronic AcidHCID 66827—
Reactant4-Bromo-2-furaldehydeHCID 2757010—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,2-DimethoxyethaneHCID 8071—
Product99113-85-6HCID 1354168941.3%

Reaction Steps

Prepare a solution of 4-bromo-2-formylfuran (3.7 g, 21.1 mmol) in 1,2-dimethoxyethane (148 mL). Add phenyl boronic acid (5.16 g, 42.3 mmol), K2CO3 (31.6 mL, 63.4 mmol), Pd2(dba)3 (660 mg, 0.63 mmol), and PPh3 (670 mg, 2.5 mmol). Stir the reaction mixture under nitrogen for 10 minutes at room temperature. After 10 minutes, heat the mixture to 80° C. for 3 days. Wash the reaction mixture with brine (30 mL), dry (Na2SO4), filter, and concentrate. Perform flash chromatography on silica gel eluting with 1:1 hex/ethyl acetate to afford the title compound (1.5 g) as a brown liquid. 1H NMR (CDCl3) δ 9.71 (s, 1H), 7.97 (s, 1H), 6.82-7.55 (m, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07265246B2
Source datasetuspto-grants-2007_09
ORD IDord-fd91e85afe054726b3248ee93b17e434
Source noteuspto-grants-2007_09