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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388189Generated: November 3, 2026

Benzoyl Peroxide → Ethyl 4-(bromomethyl)-3-(thiophen-2-yl)isoxazole-5-carboxylate

https://huagongshe.com/reaction/2388189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl PeroxideHCID 7187—
ReactantN-bromobutanimideHCID 67184—
ReactantEthyl 4-methyl-3-(thiophen-2-yl)isoxazole-5-carboxylateHCID 67530636—
SolventCarbon TetrachlorideHCID 5943—
ProductEthyl 4-(bromomethyl)-3-(thiophen-2-yl)isoxazole-5-carboxylateHCID 67530400—

Reaction Steps

Ethyl 4-methyl-3-(thiophen-2-yl)isoxazole-5-carboxylate (3.9 g, 16.5 mmol), NBS (3.5 g, 19.7 mmol), and benzoyl peroxide (0.4 g, 1.65 mmol) were added to 100 mL of carbon tetrachloride and the mixture was refluxed for 16 h. The reaction mixture was filtered and the filtrate was removed in vacuo. The residue, containing both unreacted starting material and the title compound, was used in the next reaction without purification. MS: (+) m/z 316, 318 (M+1, 79Br/81Br).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269008B2
Source datasetuspto-grants-2012_09
ORD IDord-fb8a2bc21d8d487dbb7e1948ce1e171d
Source noteuspto-grants-2012_09