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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1968792Generated: October 29, 2026

Propylamine → 3-(4-Nitro-3-propylaminomethyl-phenoxy)-benzonitrile

https://huagongshe.com/reaction/1968792

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropylamineHCID 7852—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant3-(3-Formyl-4-nitrophenoxy)-benzonitrileHCID 58625042—
Solvent1,2-DichloroethaneHCID 11—
Product3-(4-Nitro-3-propylaminomethyl-phenoxy)-benzonitrileHCID 58625060—

Reaction Steps

Under N2, a mixture of 3-(3-formyl-4-nitrophenoxy)-benzonitrile (0.056 mol) and propylamine (0.059 mol) in DCE (450 mL) was stirred at room temperature, and then NaBH(OAc)3 (0.063 mol) was added, and the reaction mixture was stirred overnight at room temperature. A saturated NaHCO3 solution was added, and the layers were separated. The organic layer was dried, filtered off and the solvent was evaporated. The residue was purified over silica gel filter (eluent: 99:1 CH2Cl2:CH3OH). The purest product fractions were collected and the solvent was evaporated to yield the title compound as a residue.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426429B2
Source datasetuspto-grants-2013_04
ORD IDord-9a2a6ebcab4b4ee59c6f427c4594acbf
Source noteuspto-grants-2013_04