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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1183305Generated: November 2, 2026

5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carbaldehyde → 1-[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-prop-2-yn-1-ol

https://huagongshe.com/reaction/1183305

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carbaldehydeHCID 82133792—
ReactantHCID 178418486HCID 178418486—
SolventTetrahydrofuranHCID 8028—
Product1-[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-prop-2-yn-1-olHCID 86652411—

Reaction Conditions

Temperature-78 °C

Reaction Steps

5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carbaldehyde (0.285 g, 1.07 mmol) was dissolved in THF (8 mL) and the solution was cooled to −78° C. Ethynylmagnesium bromide (0.5M in THF, 2.6 mL, 1.28 mmol) was added dropwise and the reaction was allowed to warm to room temperature. After 1 hour the reaction was quenched with aqueous ammonium chloride the submitted to standard workup to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664220B2
Source datasetuspto-grants-2014_03
ORD IDord-434af2a5ffdb4c598cb6bc3a1df2aea2
Source noteuspto-grants-2014_03