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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1820856Generated: October 27, 2026

HCID 68818181, compound → 3-Chloro-4-[2-(4-methylpiperidin-1-yl)ethoxy]phenylamine

https://huagongshe.com/reaction/1820856

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 68818181HCID 68818181—
CatalystNickelHCID 935—
CatalystHCID 178418361HCID 178418361—
SolventTetrahydrofuranHCID 8028—
Product3-Chloro-4-[2-(4-methylpiperidin-1-yl)ethoxy]phenylamineHCID 57892112—

Reaction Steps

6.90 g (23.1 mmol) of 3-chloro-4-[2-(4-methylpiperidin-1-yl)ethoxy]nitrobenzene (III.1.b) are dissolved in 100 mL of THF and hydrogenated for 8 hours at ambient temperature at a pressure of 20 psi with hydrogen and 3.0 g of Raney nickel as catalyst. Then the catalyst is filtered off, the solvent is eliminated, and the residue is purified through a silica gel column with a gradient of methylene chloride/methanol (33:1 to 9:1) as eluant. Yield: 3.66 g (59% of theory); Rf value: 0.50 (silica gel, methylene chloride/methanol=9:1); C14H21ClN2O; EII mass spectrum: m/z=269/271 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07605176B2
Source datasetuspto-grants-2009_10
ORD IDord-9a984a8f11eb44709ef6421d529323a3
Source noteuspto-grants-2009_10