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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531129Generated: October 30, 2026

Sodium Carbonate → HCID 117992288, compound

https://huagongshe.com/reaction/531129

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
ReactantHCID 117992277HCID 117992277—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 117992288HCID 11799228889.5%

Reaction Steps

A mixture of methyl 5-cyclopropyl-2-ethoxy-4-(((trifluoromethyl)sulfonyl)oxy)benzoate (2.5 g), phenylboronic acid (1.66 g), dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine (0.418 g), a 2 M aqueous sodium carbonate solution (10.2 mL), tris(dibenzylideneacetone)dipalladium(0) (0.435 g), and toluene (20 mL) was stirred overnight at 100° C. in an argon atmosphere. The reaction mixture was allowed to cool to room temperature. Then, the organic layer was separated and passed through a short silica gel (NH) column, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound (1.80 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353108B2
Source datasetuspto-grants-2016_05
ORD IDord-84263028578b4dba893b7db84b15f729
Source noteuspto-grants-2016_05