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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1754395Generated: November 4, 2026

Acetic Acid → HCID 86704450, compound

https://huagongshe.com/reaction/1754395

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantAzidotrimethylsilaneHCID 78378—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 86704451HCID 86704451—
SolventTolueneHCID 1140—
ProductHCID 86704450HCID 8670445085%

Reaction Steps

A solution of 2,3,8,8a-tetrahydro-3,3-dimethylindolizin-5(1H)-one (0.3 g, 1.8 mmol) in 10 ml of toluene was taken a 25 ml RB flask. To the above flask azido-trimethylsilane (2.42 ml, 18.2 mmol), AcOH (1.2 ml, 20 mmol) and DBU (0.27 ml, 1.8 mmol) were added. The reaction mixture was stirred at room temperature for overnight. Volatiles were removed under vacuum and the crude reaction mixture was purified by column chromatography. The product was obtained as colorless oil in 85% yield (0.32 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169249B2
Source datasetuspto-grants-2015_10
ORD IDord-643b46786fe14a3ca562d34fc2de7b84
Source noteuspto-grants-2015_10