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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 659105Generated: October 26, 2026

Toluene → 2-Phenylfuran

https://huagongshe.com/reaction/659105

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantBromobenzeneHCID 7961—
ReactantCesium carbonateHCID 10796—
ReactantFuran-2-boronic acidHCID 2734357—
SolventEthanolHCID 702—
Product2-PhenylfuranHCID 519363—

Reaction Conditions

Temperature140 °C

Reaction Steps

Furan-2-boronic acid (22) (3.6 g, 32.14 mmol) was coupled to bromobenzene (21) (4.2 g, 26.79 mmol) using Method E, except that Cs2CO3 (17.47 g, 53.58 mmol), Pd(PPha)4 (6.20 g, 0.54 mmol), toluene (25 mL) and EtOH (25 mL) were used and the reaction heated in a CEM Discover microwave at 140° C. (200 W, 200 psi). The crude product was purified by dry-flash chromatography eluting with EtOAc in heptane to yield the title compound. Yield: 2.94 g, 62%; LC tr 1.50 min; HPLC Purity: 84%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08080567B2
Source datasetuspto-grants-2011_12
ORD IDord-c5527ea8e52d4a509b9aae5f8e6b5360
Source noteuspto-grants-2011_12