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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2050889Generated: October 26, 2026

Perchloric Acid → 1-azabicyclo-[2,2,2]-octan-3-carboxaldehyde O-ethyloxime

https://huagongshe.com/reaction/2050889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPerchloric AcidHCID 24247—
ReactantO-ethylhydroxylamine hydrochlorideHCID 76850—
Reactant3-Methoxy methylidene quinuclidineHCID 53772600—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
Product1-azabicyclo-[2,2,2]-octan-3-carboxaldehyde O-ethyloximeHCID 53800597—

Reaction Steps

4.8 cm3 of a 70% aqueous solution of perchloric acid is added at ambient temperature to 2 g of 3-methoxy methylidene quinuclidine in solution in 20 cm3 of chloroform. After agitating for one hour, 1.4 g of O-ethylhydroxylamine hydrochloride in 2.5 cm3 of methanol and 2.5 cm3 of water are added, and the reaction medium is maintained in this way for one night. After concentrating, alkalizing with sodium hydroxide, extracting with ethyl acetate, and distilling at 135° C. under 0.05 mbar, 2.05 g of expected product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05015655
Source datasetuspto-grants-1991_05
ORD IDord-97a38e115fbb4006bfa2104bfba3e97b
Source noteuspto-grants-1991_05