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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 841846Generated: October 31, 2026

Sodium Carbonate → HCID 178444527, compound

https://huagongshe.com/reaction/841846

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantB-[3,5-Difluoro-4-(trifluoromethoxy)phenyl]boronic acidHCID 23443787—
ReactantHCID 178444532HCID 178444532—
CatalystPalladiumHCID 23938—
SolventWaterHCID 962—
ProductHCID 178444527HCID 178444527—

Reaction Steps

A mixture of 5.0 g (13 mmol) of 4-(trans-4-pentylcyclohexyl) methoxyiodo benzene, 4.1 g (34 mmol) of dihydroxy (3,5-difluoro-4-trifluoromethoxyphenyl) borane, 3.0 g of 5% palladium on activated charcoal and 7.2 g (136 mmol) of sodium carbonate was refluxed in toluene/alcohol/water (1/1/1 v/v, 75 ml) under a nitrogen atmosphere for 3 days. After cooling, the reaction solution was added with water (100 ml) and extracted twice with toluene (100 ml). An organic layer was dried over anhydrous magnesium sulfate, filtered and the solvent therein was distilled off under a reduced pressure. The residue thus obtained was purified by column chromatography (silica gel/heptane:toluene=5:1) and recrystallization (heptane-ethanol) to obtain colorless crystals of 2,6-difluoro-4-(4-(trans-4-pentylcyclohexyl) methoxyphenyl) trifluoromethoxybenzene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06372153B1
Source datasetuspto-grants-2002_04
ORD IDord-d35764cb91854d54a29b0309e10c4a03
Source noteuspto-grants-2002_04