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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925070Generated: October 30, 2026

Sodium Carbonate → HCID 87669248, compound

https://huagongshe.com/reaction/925070

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-Formylphenylboronic acidHCID 2734356—
ReactantHCID 59755769HCID 59755769—
CatalystHCID 178418476HCID 178418476—
SolventDimethoxyethane ethanol waterHCID 86587095—
ProductHCID 87669248HCID 87669248—

Reaction Conditions

Temperature70 °C

Reaction Steps

A suspension of EXAMPLE 90 (500 mg, 1.57 mmol), 3-formylphenylboronic acid (352 mg, 2.35 mmol), dichlorobis(triphenylphosphine)palladium(II) (112 mg, 0.16 mmol) and sodium carbonate (2M solution, 3.13 mmol, 1.6 mL) in a 7/3/3 mixture of 1,2-dimethoxyethane/water/ethanol (23 mL) was purged with nitrogen, and heated at 70° C. for 16 hours. After cooling to room temperature, the reaction mixture was concentrated on a rotary evaporator. The crude solid was separated by HPLC (Zorbax® C-18 ODS packing material [Agilent Technologies, Santa Clara, Calif.], 0.1% trifluoroacetic acid/CH3CN/H2O) to provide the title compound. MS (DCI/NH3) m/z 345 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09283222B2
Source datasetuspto-grants-2016_03
ORD IDord-7b1fe678299d45aaa0d85b2e5fc7bbc3
Source noteuspto-grants-2016_03