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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 220197Generated: October 28, 2026

Triethylamine → HCID 67230511, compound

https://huagongshe.com/reaction/220197

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantAmmonium ChlorideHCID 25517—
ReactantTri-o-tolylphosphineHCID 80271—
ReactantHCID 20786195HCID 20786195—
Reactant2-(4-Bromo-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-butyric acid ethyl esterHCID 59238303—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventDimethylformamideHCID 6228—
ProductHCID 67230511HCID 67230511—

Reaction Steps

A mixture of 2-(4-Bromo-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-butyric acid ethyl ester (4.5 g, 11.22 mmol), (2-acryloylamino-phenyl)-carbamic acid tert-butyl ester (3.1 g, 11.78 mmol), Pd2(dba)3 (839 mg, 0.92 mmol), tri-o-tolylphosphine (546 mg, 1.79 mmol) and triethylamine (4.53 g, 44.88 mmol) in DMF (50 mL) was stirred at 110 degrees Celsius under N2 for 4 hours. After cooling to room temperature, the mixture was poured into a saturated aqueous solution of NH4Cl, and extracted with ethyl acetate (200 mL). The organic layer was washed with brine, dried over Na2SO4, filtered, concentrated in vacuo, and purified by flash column chromatography to obtain a pale yellow solid. (2.63 g, 42%). MS: calc'd 583 (MH+), exp 583 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202866B2
Source datasetuspto-grants-2012_06
ORD IDord-4d2860a473f6453683f8cdc5ce3e304b
Source noteuspto-grants-2012_06