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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2423131Generated: November 2, 2026

Benzenesulfonyl chloride → HCID 18765369, compound

https://huagongshe.com/reaction/2423131

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonyl chlorideHCID 7369—
ReactantSodium HydroxideHCID 14798—
Reactant5-Benzyloxy-6-methoxyindoleHCID 260800—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 18765369HCID 1876536971.7%

Reaction Steps

3 M NaOH (5 mL, 15 mmol) was added to a solution of 5-(benzyloxy)-6-methoxy-indole (1.0 g, 3.9 mmol), tetrabutylammonium hydrogen sulfate (0.400 g, 1.18 mmol) and benzenesulfonyl chloride (1.04 g, 5.92 mmol) in DCM (25 mL). The mixture was stirred overnight at room temperature and diluted with DCM and water. The organic phase was washed with water (1×), dried (MgSO4) and evaporated. The crude product was purified through a plug of silica gel using DCM as the eluent to give the title compound (1.1 g) as a white solid. MS m/z 394 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960374B2
Source datasetuspto-grants-2011_06
ORD IDord-c310c27a59d042328cd8f50961b437f0
Source noteuspto-grants-2011_06