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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2176427Generated: October 31, 2026

Sodium Carbonate → HCID 86706838, compound

https://huagongshe.com/reaction/2176427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Bromo-5-hydroxybenzaldehydeHCID 387179—
Reactant3-Chloro-4-methoxybenzeneboronic acidHCID 3247522—
CatalystPalladiumHCID 23938—
ProductHCID 86706838HCID 8670683893%

Reaction Steps

2-bromo-5-hydroxybenzaldehyde (1 mmol), 3-chloro-4-methoxyphenylboronic acid (1 mmol) and Na2CO3 (2 mmol) were dissolved in AcN/H2O (7:3). Then, palladium tetrakistriphenylphosfine (0.03 mmol) was added and the resulting mixture was refluxed until completion. After concentrating the mixture in vacuo the residue was taken up in water and extracted with AcOEt. The combined organic fractions were dried over Na2SO4, filtered, and evaporated. The crude reaction product was purified by means of flash chromatography on silica gel (hexane/AcOEt 5:1) to yield 3′-chloro-4-hydroxy-4′-methoxybiphenyl-2-carbaldehyde as a white solid (93%); m.p.: 168-170° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09066938B2
Source datasetuspto-grants-2015_06
ORD IDord-681ddbc519384e8b8351e47bd72f3243
Source noteuspto-grants-2015_06