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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1673414Generated: November 4, 2026

3-Phenylpropylamine → HCID 67343242, compound

https://huagongshe.com/reaction/1673414

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-PhenylpropylamineHCID 16259—
ReactantBinap, (A+-)-HCID 634876—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 67342064HCID 67342064—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 67343242HCID 67343242—

Reaction Conditions

Temperature80 °C

Reaction Steps

53 mg of tris(dibenzylideneacetone)dipalladium(0) and 0.17 g sodium tert-butoxide were added to 5 mL of toluene solution containing 0.50 g of tert-butyl 2-(benzamido)-4-iodobenzoate, 0.25 mL of 3-phenylpropylamine and 36 mg of rac-2,2′-bis(diphenylphosphino)-1,1-binaphthyl at room temperature and stirred at 80° C. for 7 hours. After the reaction mixture was cooled to room temperature, insoluble were removed by filtration, and the solvent was evaporated under reduced pressure. The obtained residue was purified with silica gel column chromatography [eluent; hexane:ethyl acetate=6:1] to obtain 0.11 g of tert-butyl 2-(benzamido)-4-(3-phenylpropylamino)benzoate as brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07999132B2
Source datasetuspto-grants-2011_08
ORD IDord-6deb19e906f3457e84c4bc156172a064
Source noteuspto-grants-2011_08