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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2115980Generated: October 27, 2026

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

https://huagongshe.com/reaction/2115980

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Chlorophenylboronic acidHCID 74299—
Reactant(7-Bromo-2,3-dihydro-1-benzofuran-2-yl)methyl 4-methylbenzenesulfonateHCID 58747572—
CatalystHCID 178424406HCID 178424406—
Product(+/-)-[7-(4-Chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl 4-methylbenzenesulfonateHCID 8659910268%

Reaction Steps

Treatment of (±)-(7-bromo-2,3-dihydro-1-benzofuran-2-yl)methyl 4-methylbenzenesulfonate (0.50 g, 1.305 mmol) with 4-chlorophenylboronic acid (0.306 g, 1.96 mmol), dichlorobis(tri-o-tolylphosphine)-palladium(II) (0.051 g, 0.065 mmol), and potassium carbonate (0.45 g, 3.26 mmol) generally according to the procedure described for Intermediate 37 provided 0.367 g (68%) of (±)-[7-(4-chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl 4-methylbenzenesulfonate as an orange solid. mp 130-133° C.; Anal. calcd. for C22H19ClO4S: C, 63.69; H, 4.62. Found: C, 62.82; H, 4.56.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07435837B2
Source datasetuspto-grants-2008_10
ORD IDord-6b8b7d739bb14496bb062dbcfa6635b3
Source noteuspto-grants-2008_10