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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1183376Generated: October 31, 2026

1-Benzyl-3-bromobenzene → HCID 66577594, compound

https://huagongshe.com/reaction/1183376

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Benzyl-3-bromobenzeneHCID 597532—
Reactant5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carbaldehydeHCID 82133792—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66577594HCID 66577594—

Reaction Conditions

Temperature-78 °C

Reaction Steps

1-Benzyl-3-bromo-benzene (0.811 g, 3.3 mmol) was dissolved in THF (2 mL), cooled to −78° C. and then n-butyllithium (2.0 M in THF, 1.65 mL, 3.3 mmol) was added dropwise. The reaction was stirred for 15 minutes then warmed to 0° C. and 5-(4-bromo-phenyl)-3-methyl-isoxazole-4-carbaldehyde (1.05 g, 3.96 mmol) was added. The reaction was allowed to warm to room temperature while stirring for 1 hour. The reaction was quenched with aqueous ammonium chloride then submitted to standard aqueous workup and silica gel chromatography to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664220B2
Source datasetuspto-grants-2014_03
ORD IDord-f966a10fa9554c16b2ce4d1897357683
Source noteuspto-grants-2014_03