Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 736513Generated: October 29, 2026

Triethylamine → HCID 57849320, compound

https://huagongshe.com/reaction/736513

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTrimethylsilylacetyleneHCID 66111—
ReactantHCID 57849346HCID 57849346—
SolventDimethylformamideHCID 6228—
ProductHCID 57849320HCID 5784932081.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

4-[1-Ethyl-1-(3-methyl-4-trifluoromethanesulfonyloxy-phenyl)-propyl]-2-methyl-benzoic acid methyl ester (11.20 g, 24.43 mmol) in DMF (100 ml) is added trimethylsilylacetylene (6.90 ml, 48.85 mmol), dichlorobis(triphenylphosphine) palladium (1.71 g, 2.44 mmol) and triethylamine (23.84 ml, 171 mmol) and heated to 80° C. overnight. The reaction mixture is concentrated and filtered through a pad of silica gel eluted with 10% EtOAc/Hexanes. The eluent is concentrated and chromatographed (330 g SiO2, 2% EtOAc/Hexanes) to yield the title compound (8.07 g, 81%) as an orange oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595345B2
Source datasetuspto-grants-2009_09
ORD IDord-ae1c3d909cba4c55a317f18212f2faac
Source noteuspto-grants-2009_09