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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240809Generated: October 26, 2026

Triethylamine → 3-(Trifluoromethyl)isoxazole

https://huagongshe.com/reaction/240809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethyl 4-nitrobutyrateHCID 25604—
Reactant1,4-DiisocyanatobenzeneHCID 61009—
ReactantBenzene, 1-methoxy-4-(3,3,3-trifluoro-1-propynyl)-HCID 11333117—
SolventTolueneHCID 1140—
Product3-(Trifluoromethyl)isoxazoleHCID 1373940156.5%

Reaction Conditions

Temperature150 °C

Reaction Steps

1,4-Phenylene diisocyanate (597.1 mg, 3.73 mol) and triethylamine (780 μL, 5.60 mmol) were added to a solution of 1-methoxy-4-trifluoropropynylbenzene (373.2 mg, 1.86 mmol) and 4-nitrobutanoic acid methyl ester (441.5 mg, 2.80 mmol) in toluene (10 mL). Using a microwave reactor, the obtained mixture was stirred at 150° C. for 2 hours. The reaction solution was filtered with celite, and the solvent was then distilled away. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain a trifluoromethyl isoxazole compound (144.0 mg, yield: 25%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08648103B2
Source datasetuspto-grants-2014_02
ORD IDord-2e26deebd655408b90e6dec23afdcba7
Source noteuspto-grants-2014_02