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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2426752Generated: October 30, 2026

Sodium Carbonate → (6-Chloro-2',6'-dimethylbiphenyl-3-yl)methanol

https://huagongshe.com/reaction/2426752

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantLithium ChlorideHCID 433294—
Reactant2,6-Dimethylphenylboronic acidHCID 583322—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantMethyl 3-bromo-4-chlorobenzoateHCID 22352523—
ReactantMethyl 6-chloro-2',6'-dimethylbiphenyl-3-carboxylateHCID 67253049—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Solvent1,2-DimethoxyethaneHCID 8071—
Product(6-Chloro-2',6'-dimethylbiphenyl-3-yl)methanolHCID 57787362—

Reaction Conditions

Temperature90 °C

Reaction Steps

In an atmosphere of nitrogen, a mixture of methyl 3-bromo-4-chlorobenzoate, (2,6-dimethylphenyl)boronic acid, lithium chloride, sodium carbonate, water, ethanol, dimethoxyethane and tetrakis(triphenylphosphine)palladium was stirred at 90° C. for 15 hours, thereby obtaining methyl 6-chloro-2′,6′-dimethylbiphenyl-3-carboxylate. Lithium aluminum hydride was added under ice-cooling to a THF solution of the resulting methyl 6-chloro-2′,6′-dimethylbiphenyl-3-carboxylate, followed by warming up to room temperature and stirring for 2 hours to obtain (6-chloro-2′,6′-dimethylbiphenyl-3-yl)methanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968552B2
Source datasetuspto-grants-2011_06
ORD IDord-ecf86951a9094f1f853f9056dd7d8cc9
Source noteuspto-grants-2011_06