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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49671Generated: October 26, 2026

Potassium Carbonate → Benzenamine, 4-bromo-2-(4,5-dihydro-3-isoxazolyl)-3-methyl-

https://huagongshe.com/reaction/49671

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-(4,5-Dihydroisoxazol-3-yl)-3-methylanilineHCID 9794006—
ReactantTetra-n-butylammonium tribromideHCID 23500184—
SolventAcetonitrileHCID 6342—
ProductBenzenamine, 4-bromo-2-(4,5-dihydro-3-isoxazolyl)-3-methyl-HCID 9813747—

Reaction Steps

30 g (170 mmol) of 2-(4,5-dihydroisoxazol-3-yl)-3-methylaniline are dissolved in 400 ml of acetonitrile, and 94 g (0.68 mol) of potassium carbonate are added. 84 g (174 mmol) of tetrabutylammonium tribromide are subsequently added a little at a time with vigorous stirring at temperatures <30° C. For work-up, the solid is filtered off with suction and the filtrate is diluted with methylene chloride and extracted with water. The solvent is stripped off and the residue is again taken up in methyl tert-butyl ether and washed twice with water. The organic phase is dried and concentrated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06706886B2
Source datasetuspto-grants-2004_03
ORD IDord-02667dfd44af4d04b87c7f70c42c468f
Source noteuspto-grants-2004_03