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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766235Generated: November 2, 2026

Phenethyl tosylate → 5-Methoxy-7-methyl-3-(1-methylpiperdin-4-yl)-1-phenethyl-1H-indole

https://huagongshe.com/reaction/1766235

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenethyl tosylateHCID 20522—
Reactant18-Crown-6HCID 28557—
ReactantPotassium hydrideHCID 82127—
Reactant5-methoxy-7-methyl-3-(1-methylpiperidin-4-yl)-1H-indoleHCID 17980098—
Product5-Methoxy-7-methyl-3-(1-methylpiperdin-4-yl)-1-phenethyl-1H-indoleHCID 6943515115%

Reaction Steps

By a method similar to Preparation 26, using 5-methoxy-7-methyl-3-(1-methylpiperidin-4-yl)-1H-indole (5.81 mmol, 1.50 g), 35% potassium hydride (5.81 mmol, 0.665 g), toluene-4-sulfonic acid phenethyl ester (5.81 mmole, 1.60 g), additional 18-crown-6 (5.22 mmol,1.38 g) and additional toluene-4-sulfonic acid phenethyl ester (2.90 mmole, 0.802 g) were added to afford 0.31 g (15%) of the title compound: mass spectrum (ion spray): m/z=363 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07230011B2
Source datasetuspto-grants-2007_06
ORD IDord-e408eb65c2814b97ad9e3bd205567392
Source noteuspto-grants-2007_06