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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1092393Generated: November 1, 2026

Hydrochloric Acid → 2-[[2-(3-Butoxy-phenyl)-ethyl]-(tetrahydrofuran-3-ylmethyl)amino]-N,N-dimethyl-acetamide hydrochloride

https://huagongshe.com/reaction/1092393

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantButyl bromideHCID 8002—
ReactantPotassium CarbonateHCID 11430—
Reactant2-[[2-(3-hydroxy-phenyl)-ethyl]-(tetrahydrofuran-3-ylmethyl)amino]-N,N-dimethyl-acetamideHCID 59596831—
ReactantHCID 178506587HCID 178506587—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2-[[2-(3-Butoxy-phenyl)-ethyl]-(tetrahydrofuran-3-ylmethyl)amino]-N,N-dimethyl-acetamide hydrochlorideHCID 6659120250%

Reaction Steps

A solution of 2-[[2-(3-hydroxy-phenyl)-ethyl]-(tetrahydrofuran-3-ylmethyl)amino]-N,N-dimethyl-acetamide (1.0 g 3.3 mmol), 1-bromobutane (0.43 ml, 4 mmol), potassium carbonate (680 mg 5 mmol), potassium iodine (50 mg, 0.3 mmol), in DMF (30 ml) was refluxed for 16 h. After filtration over celite pad, the solution was evaporated from the solvent and the crude oil obtained purified by preparative HPLC. The hydrochloride salt was prepared by adding HCl N in AcOEt to the free amine dissolved in ethyl ether. After filtration, 690 mg (50% yield) the title compound was obtained as a white solid of 99% purity.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129427B2
Source datasetuspto-grants-2012_03
ORD IDord-851d3dc7486243f0a5d77ccd8b8aebbb
Source noteuspto-grants-2012_03