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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 349726Generated: October 30, 2026

Triethylamine → HCID 102137475, compound

https://huagongshe.com/reaction/349726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-IodotolueneHCID 12207—
Reactant1,4-DioxaneHCID 31275—
ReactantHCID 101672200HCID 101672200—
CatalystPalladiumHCID 23938—
SolventDiethyl EtherHCID 3283—
ProductHCID 102137475HCID 102137475—

Reaction Conditions

Temperature70 °C

Reaction Steps

0.343 g (0.49 mmol) of palladium catalyst (Ph3P)2PdCl2, 2.129 g (9.8 mmol) of p-iodotoluene, 6.8 ml (49 mmol) of triethylamine, 30 ml of dioxane and 3 ml (19.5 mmol) of diisopropylaminoborane were introduced into a 250 ml Schlenk vessel dried beforehand under argon. The Schlenk vessel was subsequently equipped with a reflux condenser connected at 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=30–35° C.) under a vacuum of 0.01 mmHg. 1.694 g (Yd=85%) of a colorless oil were isolated. The spectroscopic characteristics are as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07179940B2
Source datasetuspto-grants-2007_02
ORD IDord-dafb14074f9b43cba8ffb24a4a15f7e9
Source noteuspto-grants-2007_02