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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2177720Generated: October 27, 2026

Sodium Bromide → Methyl 2-(benzenesulphonylmethyl)-5-(furan-3-yl)benzoate

https://huagongshe.com/reaction/2177720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BromideHCID 253881—
ReactantFuran-3-boronic acidHCID 2734358—
ReactantPotassium fluoride hydrateHCID 23675105—
ReactantMethyl 2-benzenesulphonylmethyl-5-bromobenzoateHCID 67107956—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
Solvent(Trifluoromethyl)benzeneHCID 7368—
ProductMethyl 2-(benzenesulphonylmethyl)-5-(furan-3-yl)benzoateHCID 6710736677.2%

Reaction Conditions

Temperature175 °C

Reaction Steps

A mixture of methyl 2-benzenesulphonylmethyl-5-bromobenzoate (Intermediate 63, 0.2 g), furan-3-yl boronic acid (0.091 g), tetrakis-(triphenylphosphine) palladium (0.063 g), potassium fluoride monohydrate (0.0.23 g) and sodium bromide (0.1 g) in α,α,α-trifluorotoluene (2.5 ml) was sealed in a microwave vial and the mixture was degassed then heated in the microwave at 175° C. for 30 minutes. After cooling, the mixture was diluted with DCM and filtered. The filtrate was evaporated to dryness and the residue was purified by chromatography on silica, eluting with a mixture of ethyl acetate and cyclohexane with a gradient of 0-40% to give methyl 2-(benzenesulphonylmethyl)-5-(furan-3-yl)benzoate (0.149 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067905B2
Source datasetuspto-grants-2015_06
ORD IDord-686344c624894881b47301bd101557a6
Source noteuspto-grants-2015_06