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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1464900Generated: October 31, 2026

Hydrochloric Acid → HCID 67124168, compound

https://huagongshe.com/reaction/1464900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactantalpha-CyclohexylcyclohexanemethanamineHCID 10774245—
ReactantHCID 22660526HCID 22660526—
Reactant3-(4-Bromo-3-methylphenyl)-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazoleHCID 23159812—
CatalystPalladiumHCID 23938—
Catalyst1,3-Bis(diphenylphosphino)propaneHCID 81219—
Solvent1-ButanolHCID 263—
SolventEthyl AcetateHCID 8857—
ProductHCID 67124168HCID 6712416860%

Reaction Steps

A mixture of 3-(4-Bromo-3-methyl-phenyl)-5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazole (500 mg), 1,4-butandiol-monovinyl ether (385 mg), 1,3-bis(diphenylphosphine)propane (dppp, 9 mg), palladium on charcoal (10%, 23 mg), dicylohexylmethylamine (259 mg) and n-butanol (3 mL) were stirred under an atmosphere of nitrogen at reflux over night. After cooling, ethyl acetate (30 mL) and aqueous hydrochloric acid (1 M, 20 mL) were added and the mixture was stirred at room temperature for 1 h. After filtration, the layers were separated, the organic layer was extracted with 1 M HCl, dried (Na2SO4) and evaporated in vacuum. Purification of the residue on silica gel afforded the title compound (270 mg, 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999889B2
Source datasetuspto-grants-2015_04
ORD IDord-1a714dd0f8c34c219a5d67336a747b1b
Source noteuspto-grants-2015_04