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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 729997Generated: October 25, 2026

Trimethylacetamide → 2-tert-Butyl-4-(4-fluorophenyl)oxazole

https://huagongshe.com/reaction/729997

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylacetamideHCID 12957—
Reactant2-Bromo-1-(4-fluorophenyl)ethan-1-oneHCID 96749—
Solvent1,4-DioxaneHCID 31275—
Product2-tert-Butyl-4-(4-fluorophenyl)oxazoleHCID 668690431,254.2%

Reaction Steps

Reflux a solution of commercially available 2-bromo-4′-fluoroacetophenone (100.00 g, 460 mmol), 2,2-dimethyl-propionamide (93.06 g, 20 mmol) in 1,4-dioxane (600 mL) for 2 days. Filter precipitate, concentrate filtrate, and purify (silica gel chromatography, eluting with hexanes:EtOAc 60:1) to give the title compound (55 g, 55%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07582652B2
Source datasetuspto-grants-2009_09
ORD IDord-52788692ddab4fcba992ec967028d476
Source noteuspto-grants-2009_09