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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1656108Generated: November 2, 2026

4-Toluenesulfonyl chloride → HCID 19789761, compound

https://huagongshe.com/reaction/1656108

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantSodium HydroxideHCID 14798—
Reactant1H-Indole-3-ethanamine, N,N-bis(phenylmethyl)-HCID 45584—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
SolventBenzeneHCID 241—
ProductHCID 19789761HCID 1978976174.1%

Reaction Steps

N,N-dibenzyl-tryptamine (1.70 g) and tetra-n-butyl ammonium hydrogensulfate (0.17 g) in benzene (5 ml) were added to 50% aqueous NaOH solution (5 ml) and tosyl chloride (1.43 g) and the mixture was stirred at room temperature for 2 hrs. The organic layer was separated, washed with water and then brine and dried over magnesium sulfate. The solvent was evaporated off. Crystallization from acetone/hexane afforded 1.83 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05252580
Source datasetuspto-grants-1993_10
ORD IDord-f59b0b7a0559472cbfb280cded0e6410
Source noteuspto-grants-1993_10