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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1071217Generated: November 3, 2026

4,5-difluoro-2-hydroxy-n,n-dimethylbenzylamine → 4,5-DIFLUORO-2-METHYLPHENOL

https://huagongshe.com/reaction/1071217

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,5-difluoro-2-hydroxy-n,n-dimethylbenzylamineHCID 10241548—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventAcetic AcidHCID 176—
Product4,5-DIFLUORO-2-METHYLPHENOLHCID 12147287—

Reaction Steps

214 g of 4,5-difluoro-2-hydroxy-N,N-dimethylbenzylamine are initially charged in 700 ml of acetic acid in an autoclave, admixed with 50 g of palladium/activated carbon (5%) and heated with 70 bar of hydrogen to 100° C. for 26 hours. The autoclave is cooled and decompressed. The catalyst is filtered off and washed with acetic acid, and the filtrate is admixed with 3 000 ml of water. This aqueous solution is extracted three times with methyl tert-butyl ether. The combined organic phases are washed once with water and dried, and the solvent is distilled off under reduced pressure. The crude product is fractionally distilled under reduced pressure. The distillate can be further purified by crystallization. 98 g (58% of theory) of a colourless solid are obtained having a melting point of 68-70° C. and a boiling point of 78-80° C. at 13 mbar.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06903239B2
Source datasetuspto-grants-2005_06
ORD IDord-053a654ce0bc447f820ca57ce90e8b3e
Source noteuspto-grants-2005_06