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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1888888Generated: November 4, 2026

Hydrazine hydrate (1:1) → (5r,8s)-8,9,9-Trimethyl-3-[(1-methylcyclopropyl)methyl]-5,6,7,8-tetrahydro-5,8-methanocinnoline

https://huagongshe.com/reaction/1888888

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant(+)-CamphorquinoneHCID 1549179—
Reactant[3-(1-Methyl-cyclopropyl)-2-oxo-propyl]-phosphonic acid dim ethyl esterHCID 86638118—
Product(5r,8s)-8,9,9-Trimethyl-3-[(1-methylcyclopropyl)methyl]-5,6,7,8-tetrahydro-5,8-methanocinnolineHCID 67071999—

Reaction Steps

Light-yellow solid MS (ESI): 257.1 (MH+). Prepared from (1S,4R)-1,7,7-trimethyl-bicyclo[2.2.1]heptane-2,3-dione (commercially available), [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-36c4a9760a834170915e5152c136bcdd
Source noteuspto-grants-2013_08