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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1096502Generated: November 1, 2026

Benzenesulfonyl chloride → HCID 59848832, compound

https://huagongshe.com/reaction/1096502

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonyl chlorideHCID 7369—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 59848835HCID 59848835—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
SolventDichloromethaneHCID 6344—
ProductHCID 59848832HCID 59848832—

Reaction Steps

Tert-Butyl 3-oxo-1,3,4,6-tetrahydro-5H-azepino[5,4,3-cd]indole-5-carboxylate, Intermediate 17 (50 mg, 0.17 mmol), tetrabutylammonium hydrogensulfate (8 mg, 0.01 mmol) and benzenesulfonyl chloride (25 μl, 0.19 mmol) were dissolved in DCM (2 ml). 2.5 M NaOH (77 μl) was added. The mixture was stirred for 1 h at room temperature. The DCM phase was collected and washed with NaHCO3(sat.) and water. Evaporation gave a residue that was purified on silica 8-66% EtOAc in petroleum ether 45-60°. Obtained 42.4 mg of the title compound as a clear glass. MS (ESI+) m/z 371 [M+H-isobutene]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138333B2
Source datasetuspto-grants-2012_03
ORD IDord-4c5dbe0f0c464fa585f099ae6a5283ec
Source noteuspto-grants-2012_03