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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1098749Generated: October 25, 2026

Triethylamine → N-[1-(3-Pentafluoroethyl-phenyl)-vinyl]-acetamide

https://huagongshe.com/reaction/1098749

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantN-VinylacetamideHCID 78875—
ReactantPhosphine, (1-methylethylidene)bis[diphenyl-HCID 12091099—
ReactantTrifluoro-methanesulfonic acid 3-pentafluoroethyl-phenyl esterHCID 59506217—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
ProductN-[1-(3-Pentafluoroethyl-phenyl)-vinyl]-acetamideHCID 59506293—

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of the crude product of step 1 (0.75 g, 2.2 mmol) in DMF (10 ml) was added N-vinylacetamide (0.37 g, 4.36 mmol), triethylamine (243 mg, 0.33 ml, 2.40 mmol), palladium acetate (20 mg, 4 mol %) and bis(diphenylphosphino)propane (40 mg, 0.1 mmol). The reaction mixture was heated for 30 min at 130° C. using microwaves. The red solution was diluted and washed with hydrochloric acid (1M, 2×15 ml) and sodium hydrogen carbonate (saturated, 20 ml). The organic phase was dried over sodium sulphate and evaporated. Purification of the crude product by silica gel chromatography using ethyl acetate/n-heptane (2:1) gave the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143242B2
Source datasetuspto-grants-2012_03
ORD IDord-952ca0b47f1a49ef9fa38068bfe476a6
Source noteuspto-grants-2012_03