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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375122Generated: November 1, 2026

Nitroethane → 3-Methyl-5-(tributylstannyl)isoxazole

https://huagongshe.com/reaction/2375122

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitroethaneHCID 6587—
ReactantPhenyl isocyanateHCID 7672—
ReactantTriethylamineHCID 8471—
ReactantEthynyltributyltinHCID 621176—
SolventBenzeneHCID 241—
Product3-Methyl-5-(tributylstannyl)isoxazoleHCID 276325585%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of nitroethane and phenyl isocynate in 8 ml of benzene was stirred at 50° C. for 5 minutes before ethynyltri-n-butyltin in 8 ml of benzene containing one droplet of Et3N was added. The mixture was stirred at 50° C. for 14 hours. The reaction mixture was then quenched with water and filtered through celite. The filtrate was extracted with EtOAc, dried with Na2SO4. Silica Chromatography using Hexance/EtOAc afforded 3-methyl-5-(tributylstannyl)isoxazole, 6.30 g, 85% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07462713B2
Source datasetuspto-grants-2008_12
ORD IDord-e2f0ebba4c7f46ce92d49d36c2357dff
Source noteuspto-grants-2008_12