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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2423115Generated: November 1, 2026

Benzenesulfonyl chloride → HCID 67240891, compound

https://huagongshe.com/reaction/2423115

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonyl chlorideHCID 7369—
ReactantSodium HydroxideHCID 14798—
Reactant5-Benzyloxy-4-bromo-1H-indoleHCID 67240860—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
SolventDichloromethaneHCID 6344—
ProductHCID 67240891HCID 67240891101.5%

Reaction Steps

To a solution of 4-bromo-5-benzyloxy-1H-indole (Intermediate 2, 3.85 g, 12.7 mmol) in DCM (30 mL) was added benzenesulfonyl chloride (2.47 g, 14.0 mmol), tetrabutylammonium hydrogensulphate (0.41 g, 1.3 mmol) and 3 M NaOH (13 mL, 39 mmol) and the mixture was stirred vigorously at room temperature for 30 minutes. The organic phase was washed with water and brine, dried (MgSO4) and concentrated to dryness to give the title compound (5.7 g) as a solid. MS m/z 442/444 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960374B2
Source datasetuspto-grants-2011_06
ORD IDord-5ce77bac43044f9fb566d899aaf52fd8
Source noteuspto-grants-2011_06