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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694846Generated: October 31, 2026

1-Propanol → HCID 59376458, compound

https://huagongshe.com/reaction/1694846

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PropanolHCID 1031—
ReactantTriethylamineHCID 8471—
ReactantPotassium vinyltrifluoroborateHCID 23679353—
ReactantHCID 67279065HCID 67279065—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
ProductHCID 59376458HCID 59376458—

Reaction Steps

Methyl-2-bromo-4-{3-oxo-3-(phenylamino)-2-[(phenylamino)carbonyl]propyl}benzoate (0.15 g, 0.312 mmol), Pd(dppf)Cl2(0.012 g, 0.02 mmol), potassium vinyltrifluoroborate (0.42 g, 0.312 mmol) were placed in a sealed tube and purge with argon 3×. Et3N (0.13 mL, 0.935 mmol) and n-PrOH (4.0 mL) were then added and the tube was placed in an oil bath at 100° C. for 3 h. The reaction was cool to room temperature and water was added. After extraction with ethyl acetate 3×, dried over Na2SO4, filter and concentrate. The residue was then purified by column chromatography to provide methyl-2-ethenyl-4-{3-oxo-3-(phenylamino)-2-[(phenylamino)carbonyl]propyl}benzoate. MS: Cal'd (MH+) 429, exp (MH+) 429.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158825B2
Source datasetuspto-grants-2012_04
ORD IDord-05c49f40709343908e7e078ad6a8817d
Source noteuspto-grants-2012_04