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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 552952Generated: October 30, 2026

Hydrochloric Acid → 4-(5-nitro-1H-indol-3-yl)cyclohex-3-en-1-one

https://huagongshe.com/reaction/552952

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant5-Nitro-3-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)-1H-indoleHCID 57384806—
SolventAcetoneHCID 180—
Product4-(5-nitro-1H-indol-3-yl)cyclohex-3-en-1-oneHCID 5738453899.7%

Reaction Steps

A solution of compound 78 (4.7 g, 15.650 mmol) in acetone (50 mL) was treated with 10% aq. HCl (50 mL) at room temperature and stirred for over night (14 h). Acetone was evaporated and crude was basified using 10% aq. NH4OH solution (100 mL). The precipitate was filtered off, washed with 10% NH4OH solution (2 10 mL) and water (2 10 mL). The product was dried under vacuum to obtain compound 79 (4.0 g, quantitative) as a solid. For spectral data, please see Example 23.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07951940B2
Source datasetuspto-grants-2011_05
ORD IDord-538a0fbcbd674e3593977a24dd4f8866
Source noteuspto-grants-2011_05