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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2115976Generated: October 27, 2026

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

https://huagongshe.com/reaction/2115976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
Reactant(7-Bromo-2,3-dihydro-1-benzofuran-2-yl)methyl 4-methylbenzenesulfonateHCID 58747572—
CatalystHCID 178424406HCID 178424406—
Product(+/-)-[7-(4-Methoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl 4-methylbenzenesulfonateHCID 8659909968.5%

Reaction Steps

Treatment of (±)-(7-bromo-2,3-dihydro-1-benzofuran-2-yl)methyl 4-methylbenzenesulfonate (3.0 g, 7.82 mmol) with 4-methoxyphenylboronic acid (1.78 g, 11.74 mmol), dichlorobis(tri-o-tolylphosphine)-palladium(II) (0.307 g, 0.391 mmol), and potassium carbonate (2.70 g, 19.57 mmol) generally according to the procedure described for Intermediate 37 provided 2.2 g (68%) of (±)-[7-(4-methoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl 4-methylbenzenesulfonate as a yellow solid. mp 116-117° C.; Anal. calcd. for C23H22O5S: C, 67.30; H, 5.40. Found: C, 67.31; H, 5.35.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07435837B2
Source datasetuspto-grants-2008_10
ORD IDord-e90eeefb5a3c4a5492852b053b58881f
Source noteuspto-grants-2008_10