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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 886682Generated: October 31, 2026

Triethylamine → HCID 59545178, compound

https://huagongshe.com/reaction/886682

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
ReactantDimethylsilanediyl bis(trifluoromethanesulfonate)HCID 11121822—
ProductHCID 59545178HCID 5954517823%

Reaction Conditions

Temperature0 °C

Reaction Steps

An oven-dried 100 mL-RB flask is charged with ethyl acetate (5.3 g, 0.06 mol), and triethylamine (6.1 g, 0.06 mol). The flask is then cooled in an ice-water bath, and dimethylsilanediyl bis(trifluoromethanesulfonate) (10.7 g, 0.03 mol) is added dropwise. After stirring at 0° C. for 1 h, the mixture is warmed up to room temperature and stirred overnight. The mixture is poured into ice-water and then extracted with diethyl ether. The combined ether extract is washed with brine and dried over sodium sulfate. After filtration, the filtrate is concentrated and the residue is distilled in a Kugelrohr to yield 1.6 g (23%) of the product as a light-yellowish oil. 1H NMR (500 MHz, CDCl3, in ppm) δ 4.10 (q, 4H, J=7.5 Hz), 1.99 (s, 4H), 1.24 (t, 6H, J=7.5 Hz), 0.22 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247341B2
Source datasetuspto-grants-2012_08
ORD IDord-274e3d3df4e248f29af0c2063f9bcbb9
Source noteuspto-grants-2012_08