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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 349727Generated: October 28, 2026

Triethylamine → HCID 58805509, compound

https://huagongshe.com/reaction/349727

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-IodotolueneHCID 12207—
Reactant1,4-DioxaneHCID 31275—
ReactantHCID 101758441HCID 101758441—
CatalystPalladiumHCID 23938—
SolventDiethyl EtherHCID 3283—
ProductHCID 58805509HCID 58805509—

Reaction Conditions

Temperature70 °C

Reaction Steps

1.130 g (0.19 mmol) of palladium catalyst (Ph3P)2PdCl2, 0.868 g (3.7 mmol) of p-iodotoluene, 2.5 ml (18.5 mmol) of triethylamine, 15 ml of dioxane and 0.708 g (3.7 mmol) of dicyclohexylaminoborane were introduced into a 100 ml Schlenk vessel dried beforehand under argon. The Schlenk vessel was subsequently equipped with a reflux condenser connected via the top to a bubbler. The reaction mixture was stirred magnetically and heated at 70° C. for 15 h. The reaction mixture was subsequently allowed to return, under argon, to ambient temperature. The solvent and the excess reactants were evaporated under the vacuum of a vane pump. The residue obtained was taken up in anhydrous ether and then filtered under argon through dry Celite® 545. The filtrate was again evaporated and the residue was distilled in a Kügelrohr distillation apparatus (T=40° C.) under a vacuum of 0.01 mmHg. 0.884 g (Yd=81%) of a white solid was isolated. The spectroscopic characteristics are as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07179940B2
Source datasetuspto-grants-2007_02
ORD IDord-787190f847004fcb9b2c2eca9f3b86b0
Source noteuspto-grants-2007_02