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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 600798Generated: October 29, 2026

Bromopinacolone → 1-Azido-3,3-dimethylbutan-2-one

https://huagongshe.com/reaction/600798

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromopinacoloneHCID 21642—
ReactantSodium AzideHCID 33557—
SolventAcetoneHCID 180—
SolventSodium chloride; waterHCID 57417360—
Product1-Azido-3,3-dimethylbutan-2-oneHCID 12669068100.3%

Reaction Steps

A mixture of 1-bromopinacolone (0.5 mL, 3.7 mmol) and NaN3 (0.48 g, 7.38 mmol) in 50 mL acetone was stirred overnight at room temperature. It was then poured into brine and extracted with dichloromethane. The extracts were washed with brine, were dried over Na2SO4, filtered, and were evaporated to afford the title compound as a yellow oil (524 mg, 100%). 1H NMR (DMSO-d6) δ 4.39 (s, 2H), 1.10 (s, 9H); MS (DCI+) m/z 142 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902236B2
Source datasetuspto-grants-2011_03
ORD IDord-39c19d511ad7451d8398c85b1d892944
Source noteuspto-grants-2011_03