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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390274Generated: October 30, 2026

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

https://huagongshe.com/reaction/390274

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

The following reaction was completed under N2. A mixture of 3-(3-formyl-4-nitro-phenoxy)-benzonitrile (0.056 mol) and propylamine (0.059 mol) in DCE (450 ml) was stirred at room temperature, then NaBH(OAc)3 (0.063 mol) was added. 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: CH2Cl2/CH3OH 99/1). 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 numberUS08383637B2
Source datasetuspto-grants-2013_02
ORD IDord-91f1776f28814e028b446e54150833f6
Source noteuspto-grants-2013_02