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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1160491Generated: October 27, 2026

4-Chlorophenol → 1-Chloro-4-(3-chloropropoxy)benzene

https://huagongshe.com/reaction/1160491

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChlorophenolHCID 4684—
Reactant1-Bromo-3-chloropropaneHCID 8006—
ReactantSodium HydroxideHCID 14798—
ReactantSodium BromideHCID 253881—
SolventWaterHCID 962—
Product1-Chloro-4-(3-chloropropoxy)benzeneHCID 1268561083%

Reaction Conditions

Temperature100 °C

Reaction Steps

A 1 L flask provided with a stirrer was charged with 128.6 g (1.0 mol) of p-chlorophenol (available from Tokyo Chemical Industry Co., Ltd.), 52.0 g (1.3 mols) of sodium hydroxide (available from Wako Pure Chemical Industries Ltd.), 188.9 g (1.2 mols) of 1-bromo-3-chloropropane (available from Tokyo Chemical Industry Co., Ltd.) and 300 g of water. The content was maintained at 100° C. for 6 hours. Then the reaction liquid was cooled to room temperature, and deposited NaBr, produced by side reaction, was filtered off. The organic phase was separated and subjected to distillation under reduced pressure to give 179.2 g of the target p-(3-chloropropoxy)chlorobenzene (yield: 83%, purity: 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816475B2
Source datasetuspto-grants-2010_10
ORD IDord-3c529b40a634418792e0de28a64dcf9f
Source noteuspto-grants-2010_10