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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 464142Generated: October 29, 2026

Cyclooctanone → HCID 13533647, compound

https://huagongshe.com/reaction/464142

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclooctanoneHCID 10403—
Reactant3-Nitrophenylhydrazinium(1+) chlorideHCID 5464285—
SolventAcetic AcidHCID 176—
ProductHCID 13533647HCID 1353364732.7%

Reaction Steps

3-Nitrophenylhydrazine hydrochloride (50 g, 0.26 mol) and cyclooctanone (32.2 g, 0.25 mol) were refluxed in 400 mL of glacial acetic acid for 6 hours. The solution was allowed to cool and the separated solid was filtered, washed with water and recrystallized from absolute ethanol to afford 20 g (31% yield) of 6,7,8,9,10,11-hexahydro-1-nitro-5H-cyclooct[b]indole; m.p. 189°-191° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04546193
Source datasetuspto-grants-1985_10
ORD IDord-c17099a59953413da414c06e3f5a59b5
Source noteuspto-grants-1985_10