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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 530423Generated: October 31, 2026

Triethylamine → Cyclohexaneethylamine, N-butyl-alpha,alpha-dimethyl-

https://huagongshe.com/reaction/530423

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,3-Bis(diphenylphosphino)propaneHCID 81219—
ReactantPhenethylamine, N-butyl-alpha,alpha-dimethyl-HCID 200034—
Catalystpalladium(II) acetateHCID 167845—
SolventEthanolHCID 702—
ProductCyclohexaneethylamine, N-butyl-alpha,alpha-dimethyl-HCID 19997493.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

Compound D-3-8 (50.0 g, 127 mmol) is combined with palladium (II) acetate (5.0 g), dppp (5.0 g) and Et3N (25.7 g, 254 mmol) in EtOH (1.0 L). The mixture is then stirred at 80° C. overnight under an atmosphere of CO at a pressure of 4 MPa. The mixture is cooled to room temperature and the solids are removed by filtration. The filtrate is concentrated under reduced pressure and the residue is purified by flash silica gel chromatography (using 20:1 petroleum ether:EtOAc) to provide compound D-3-9 (25.0 g, 62% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353090B2
Source datasetuspto-grants-2016_05
ORD IDord-3e6c26b1238946e282239fd9d7e5bd20
Source noteuspto-grants-2016_05