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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1074879Generated: October 25, 2026

Hydrochloric Acid → 5-Chloro-2-(3-hydroxyphenoxy)benzonitrile

https://huagongshe.com/reaction/1074879

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantResorcinolHCID 5054—
ReactantPotassium HydroxideHCID 14797—
Reactant2,5-DichlorobenzonitrileHCID 89000—
SolventDimethyl SulfoxideHCID 679—
Product5-Chloro-2-(3-hydroxyphenoxy)benzonitrileHCID 2049517667.3%

Reaction Steps

66 g of resorcinol are added to 220 ml of dimethyl sulphoxide. With stirring, 37.4 g of potassium hydroxide (powder) are added, whereupon the temperature rises to 55° C. The mixture is kept for 30 minutes at 60° C. and the 51.6 g of 2,5-dichlorobenzonitrile are added in portions. The reaction mixture is then stirred for 7 hours at 90° C. and, after cooling, poured into ice-water. The pH is adjusted to 6 with conc. hydrochloric acid and initially a brown oil precipitates, which soon becomes crystalline. Crystallisation from ethanol/-water yields 49.6 g of 3-(2'-cyano-4'-chlorophenoxy)-phenol with a melting point of 118°-120° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04394327
Source datasetuspto-grants-1983_07
ORD IDord-3a00aab288f8408e9538f02bac6d9d3e
Source noteuspto-grants-1983_07