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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1196553Generated: November 2, 2026

Indole → 3-Chloroquinoline

https://huagongshe.com/reaction/1196553

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIndoleHCID 798—
ReactantChloroformHCID 6212—
ReactantSodium HydroxideHCID 14798—
CatalystBenzyl triethylammonium chlorideHCID 66133—
Product3-ChloroquinolineHCID 69164—

Reaction Steps

Indole (ex Aldrich) was reacted with chloroform and aqueous sodium hydroxide in the presence of triethylbenzyl ammonium chloride to give 3-chloroquinoline (cf. Sundo et al, Synthesis, 4, 249 (1976). The latter was converted to 2,3-dichloroquinoline, as for Example VII.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05114940
Source datasetuspto-grants-1992_05
ORD IDord-da0338e5eb1849c4820c4b306b4d2b38
Source noteuspto-grants-1992_05