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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1019172Generated: November 1, 2026

Benzyl Bromide → 2-Phenyl-1-(thiazol-2-yl)ethanone

https://huagongshe.com/reaction/1019172

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
Reactant1,3-Thiazol-2-yl[(trimethylsilyl)oxy]acetonitrileHCID 18398701—
SolventTetrahydrofuranHCID 8028—
Product2-Phenyl-1-(thiazol-2-yl)ethanoneHCID 1099809641.4%

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of the product from Step 1 (0.4 g, 1.9 mmol) in degassed THF (4 mL) at −78° C. was added LHMDs. After stirring at −78° C. for 15 min, benzyl bromide (0.27 mL, 2.3 mmol) was added, and stirring was continued at −78° C. for 15 min, followed by 1 h at r.t. The reaction was then quenched by the addition of saturated NH4Cl solution, and the product was extracted with EtOAc. The organic layer was washed with H2O and brine, and was then dried (MgSO4), filtered, and evaporated. The residue was purified by flash chromatography (1:10 EtOAc:hexane) to give 0.16 g of the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06486142B2
Source datasetuspto-grants-2002_11
ORD IDord-082dd7de13a045569fc80662d61fcfd0
Source noteuspto-grants-2002_11