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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1159863Generated: October 31, 2026

Hydrochloric Acid → 6-Methoxy-1-(phenylsulfonyl)-1H-indol-5-ol

https://huagongshe.com/reaction/1159863

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCyclohexeneHCID 8079—
ReactantHCID 18765369HCID 18765369—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product6-Methoxy-1-(phenylsulfonyl)-1H-indol-5-olHCID 67241682—

Reaction Conditions

Temperature150 °C

Reaction Steps

To 5-(benzyloxy)-6-methoxy-1-(phenylsulfonyl)-1H-indole (6.6 g, 17 mmol; Intermediate 100) and Pd/C (2 g, 30 wt %), EtOH (30 mL), cyclohexene (9 mL) and HCl (9 mL) were added. The reaction mixture was warmed to 150° C. for 5 min using microwave heating. The Pd/C was filtered off and the solvent was removed under reduced pressure to afford the title compound in quantitative yield (5 g) as a black gum. The product was used without any further purification in the next step. MS (ESI+) for C15H13NO4S m/z 304 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07812017B2
Source datasetuspto-grants-2010_10
ORD IDord-9205d1c2b2ff4f5988c83285962cf3c0
Source noteuspto-grants-2010_10