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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1389242Generated: November 1, 2026

1-Chloro-2-nitrobenzene → 4-[(2-Nitrophenoxy)methyl]piperidine

https://huagongshe.com/reaction/1389242

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-2-nitrobenzeneHCID 6945—
ReactantPotassium HydroxideHCID 14797—
Reactant4-PiperidinemethanolHCID 420771—
Solvent1,4-DioxaneHCID 31275—
Product4-[(2-Nitrophenoxy)methyl]piperidineHCID 2029887422.2%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 23.0 g (0.2 mole) of 4-hydroxymethylpiperidine, 31.5 g (0.2 mole) of 2-chloronitrobenzene, 11.8 g (0.21 mole) of potassium hydroxide and 200 ml of dioxane is heated to 70° C. for 3 days. The reaction mixture is then evaporated in a vacuum and the residue is taken up in diethyl ether, washed with water, extracted with dilute hydrochloric acid, rendered alkaline and the aqueous mixture extracted with diethyl ether. After evaporation of the solvent, there are obtained 10.5 g of 4-(2-nitrophenoxymethyl)-piperidine (22% of theory); b.p. 130°-132° C./0.01 mm. Hg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04243807
Source datasetuspto-grants-1981_01
ORD IDord-7c95348764444583b21e444d0cd92f7c
Source noteuspto-grants-1981_01