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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2167151Generated: October 29, 2026

Water → HCID 86674214, compound

https://huagongshe.com/reaction/2167151

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolaneHCID 10997426—
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
ReactantHCID 86674213HCID 86674213—
CatalystPalladium (II) acetateHCID 4144353—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86674214HCID 86674214—

Reaction Steps

Methyl 3′-chloro-2′-formyl-5′-(trifluoromethyl)-[1,1′-biphenyl]-4-carboxylate (430 mg, 1.3 mmol), 4,4,5,5-tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane (0.59 mL, 3.1 mmol), S-PHOS (103 mg, 0.3 mmol), Pd(Oac)2 (28 mg, 0.1 mmol) and K3PO4hydrate (1.3 g, 6.3 mmol) were dissolved in 1,4-dioxane (5 mL) and water (0.3 mL) and the resulting mixture was heated to 90° C. After 16 h the resulting mixture was cooled to room temperature and filtered through CELITE. The filtrate was diluted EtOAc, washed with water and saturated aqueous NaHCO3, dried (Na2SO4), concentrated, and purified via column chromatography to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045389B2
Source datasetuspto-grants-2015_06
ORD IDord-12f2bf923f66403d82fbb06d77a9adea
Source noteuspto-grants-2015_06