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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77692Generated: October 25, 2026

Cyclopropylamine → N-[2-(biphenyl-4-yloxy)ethyl]cyclopropanamine

https://huagongshe.com/reaction/77692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropylamineHCID 69828—
Reactant4-(2-Bromoethoxy)-1,1'-biphenylHCID 4110656—
SolventTetrahydrofuranHCID 8028—
ProductN-[2-(biphenyl-4-yloxy)ethyl]cyclopropanamineHCID 4359168696.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a mixture of 5.15 g (90.2 mmol) of cyclopropylamine and 2.5 ml (18.04 mmol) of thiethylamine in 50 ml of tetrahydrofurane is added 5 g (18.04 mmol) of 4-(2-bromoethoxy)biphenyl. The reaction mixture is heated at 50° C. for 5 hrs. The solvent and the excess of cyclopropylamine are then removed under vacuum and the residue is dissolved in ethyl acetate. The organic solution is acidified to pH=4 by adding a 1N solution of HCl. The abundant obtained white precipate is filtered, washed by water and to diisopropyl ether and dried under vacuum to yield 4.4 g (96% yield) of N-[2-(biphenyl-4-yloxy)ethyl]cyclo-propanamine as its hydrochloride salt. mp (melting point)=252° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841332B2
Source datasetuspto-grants-2014_09
ORD IDord-1175b6f10b554d82a26c60984a667fef
Source noteuspto-grants-2014_09