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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388373Generated: October 31, 2026

Ethyl Acetate → HCID 86658158, compound

https://huagongshe.com/reaction/388373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 67434381HCID 67434381—
CatalystTetrabutylammonium ChlorideHCID 70681—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86658158HCID 86658158—

Reaction Steps

A solution of tetrabutylammonium chloride (1 M in THF, 2.25 ml) is slowly added to a solution of crude 5-(3,5-dichloro-phenyl)-5-trifluoromethyl-3-(4-trimethylsilanylethynyl-naphthalen-1-yl)-4,5-dihydro-isoxazole (step A) in THF (25 ml) at 5° C. After 3 hours at 5° C. a saturated solution of ammonium chloride and ethyl acetate are added. The organic phase is washed with a saturated aqueous solution of NaCl, dried over MgSO4 and concentrated in vacuo. The crude product is purified on a semi-preparative HPLC to yield 5-(3,5-dichloro-phenyl)-3-(4-ethynyl-naphthalen-1-yl)-5-trifluoromethyl-4,5-dihydro-isoxazole as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08377942B2
Source datasetuspto-grants-2013_02
ORD IDord-0b3a449c1e284263b18e7a4ce8a77dcf
Source noteuspto-grants-2013_02