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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2116037Generated: October 26, 2026

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

https://huagongshe.com/reaction/2116037

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTolylboronic acidHCID 79799—
Reactant(7-Bromo-2,3-dihydro-1-benzofuran-2-yl)methyl 4-methylbenzenesulfonateHCID 58747572—
CatalystHCID 178424406HCID 178424406—
Product(+)-[7-(4-Methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl 4-methylbenzenesulfonateHCID 8659909885%

Reaction Steps

Treatment of (±)-(7-bromo-2,3-dihydro-1-benzofuran-2-yl)methyl 4-methylbenzenesulfonate (11.2 g, 29.22 mmol) with 4-methylphenylboronic acid (5.96 g, 43.84 mmol), dichlorobis(tri-o-tolylphosphine)-palladium(II) (1.15 g, 1.46 mmol), and potassium carbonate (10.10 g, 73.07 mmol) generally according to the procedure described for Intermediate 37 provided 9.8 g (85%) of (±)-[7-(4-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl 4-methylbenzenesulfonate as a white solid. mp 145-147° C.; Anal. calcd. for C23H22O4S: C, 70.03; H, 5.62. Found: C, 69.91; H, 5.7.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07435837B2
Source datasetuspto-grants-2008_10
ORD IDord-19cceb12cbe74d2fa94441bdb35a0de7
Source noteuspto-grants-2008_10