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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2374116Generated: November 1, 2026

Sodium Carbonate → HCID 131727220, compound

https://huagongshe.com/reaction/2374116

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(2,3-Difluoro-4-(octyloxy)phenyl)boronic acidHCID 10850744—
ReactantHCID 18676612HCID 18676612—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 131727220HCID 131727220—

Reaction Steps

4-Bromo-4′-(3,7-dimethyloctyloxy)biphenyl (0.80 g, 2.0 mmol) from step 1, an aqueous solution 2M-sodium carbonate (40 ml) and tetrakis(triphenylphosphine)palladium(0) (0.12 g, 0.12 mmol) were mixed in DME (60 ml) under dry nitrogen at room temperature and 2,3-difluoro-4-octyloxyphenylboronic acid (0.62 g, 2.2 mmol), prepared as described in Example 1 step 4, was added. The stirred reaction mixture was heated overnight under reflux under dry nitrogen until g.l.c. and t.l.c. revealed a complete reaction. The product was extracted into DCM (2×150 ml) and washed with brine, water and dried (MgSO4). The solvent was removed under reduced pressure and the residue was purified by column chromatography [ether-hexane, 3:1] and recrystallised from ethanol to give the desired compound as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07462427B2
Source datasetuspto-grants-2008_12
ORD IDord-d8baa031a00441918d8dbd1680ffebaa
Source noteuspto-grants-2008_12