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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2187660Generated: October 26, 2026

Benzyl Bromide → 1-Benzyl-5-chloro-1H-indole

https://huagongshe.com/reaction/2187660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantPotassium HydroxideHCID 14797—
Reactant5-ChloroindoleHCID 87110—
Catalyst18-Crown-6HCID 28557—
Product1-Benzyl-5-chloro-1H-indoleHCID 1847636260%

Reaction Steps

3.85 g (30 mmol) 5-chloroindole was treated with 6.84 g (40 mmol) benzylbromide, 1.97 g (30 mmol) potassium hydroxide (85% powdered in mortar) and 0.25 g (1 mmol) 18-crown-6 as described in Synthesis 1979 p. 618, giving 4.35 g (60%) 5-chloro-1-benzyl-1H-indole, yellow oil, MS (Ei 70 eV) m/Z M+241.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06410562B1
Source datasetuspto-grants-2002_06
ORD IDord-c8bb294274f149a486021e2c82c96850
Source noteuspto-grants-2002_06