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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1888887Generated: November 3, 2026

Hydrazine hydrate (1:1) → (5RS,8SR)-9,9-dimethyl-3-[(1-methylcyclopropyl)methyl]-5,6,7,8-tetrahydro-5,8-methanocinnoline

https://huagongshe.com/reaction/1888887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant7,7-Dimethylbicyclo[2.2.1]heptane-2,3-dioneHCID 3802402—
Reactant[3-(1-Methyl-cyclopropyl)-2-oxo-propyl]-phosphonic acid dim ethyl esterHCID 86638118—
Product(5RS,8SR)-9,9-dimethyl-3-[(1-methylcyclopropyl)methyl]-5,6,7,8-tetrahydro-5,8-methanocinnolineHCID 67072219—

Reaction Steps

Light-yellow solid MS (ESI): 243.1 (MH+). Prepared from 7,7-dimethyl-bicyclo[2.2.1]heptane-2,3-dione (R. F. Childs et al., J. Am. Chem. Soc.; 1980; 102; 4159), [3-(1-methyl-cyclopropyl)-2-oxo-propyl]-phosphonic acid dimethyl ester, hydrazine monohydrate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501940B2
Source datasetuspto-grants-2013_08
ORD IDord-0ac1fe660e6743689135f06b118c694b
Source noteuspto-grants-2013_08