Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1261232Generated: November 2, 2026

Triethylamine → HCID 68694568, compound

https://huagongshe.com/reaction/1261232

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyldimethylsilyl trifluoromethanesulphonateHCID 123564—
ReactantEthylacetate methanolHCID 21584119—
ReactantHCID 59424545HCID 59424545—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68694568HCID 6869456896%

Reaction Steps

To a suspension of 99 (0.5 g, 1.45 mmol) in dry THF (7 ml) at 0° C. was added TBDMSOTf (0.5 ml, 2.2 mmol) and the reaction mixture was stirred for 20 min. Et3N (0.61 ml, 4.4 mmol) was added and mixture was stirred at the same conditions for another hour, quenched by the addition of water (˜2 ml) and concentrated to dryness. The remained solid was partitioned between EtOAc and water. Organic phase was collected, washed with brine, dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography, eluents EtOAc/hexane (1:1) then MeOH/EtOAc (5:95) to afford title compound 100 (637 mg, 96% yield) as a white solid. MS (m/z): 459.2/461.2 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08470850B2
Source datasetuspto-grants-2013_06
ORD IDord-385f2b9c01604109bba7d50af34cb018
Source noteuspto-grants-2013_06