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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2116004Generated: October 30, 2026

Potassium Carbonate → (+/-)-[5-Fluoro-7-(2-fluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl 4-methylbenzenesulfonate

https://huagongshe.com/reaction/2116004

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Fluorophenylboronic acidHCID 2734354—
Reactant(+/-)-(7-Bromo-5-fluoro-2,3-dihydro-1-benzofuran-2-yl)methyl 4-methylbenzenesulfonateHCID 86599113—
CatalystHCID 178424406HCID 178424406—
Product(+/-)-[5-Fluoro-7-(2-fluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl 4-methylbenzenesulfonateHCID 8659911794%

Reaction Steps

Treatment of (±)-(7-bromo-5-fluoro-2,3-dihydro-1-benzofuran-2-yl)methyl 4-methylbenzenesulfonate (2.00 g, 4.98 mmol) with 2-fluorophenyl boronic acid (1.05 g, 7.48 mmol), dichlorobis(tri-o-tolylphosphine)palladium(II) (0.196 g, 0.249 mmol), and potassium carbonate (1.72 g, 12.46 mmol) generally according to the procedure described for Intermediate 37 gave 1.94 g (94%) of (±)-[5-fluoro-7-(2-fluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl 4-methylbenzenesulfonate as a yellow oil. Rf=0.38 (silica, ethyl acetate:hexanes 3:17); Anal. calcd. for C22H18F2O4S: C, 63.45; H, 4.36. Found: C, 63.13; H, 4.19.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07435837B2
Source datasetuspto-grants-2008_10
ORD IDord-fb8df4be7734479fb9d9f3e0ac0cccbf
Source noteuspto-grants-2008_10