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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1952869Generated: October 26, 2026

Nitrogen → 1-(2,2-Diethoxyethyl)cyclopropane

https://huagongshe.com/reaction/1952869

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantDiazomethaneHCID 9550—
Reactant4,4-Diethoxybut-1-eneHCID 256426—
Catalystpalladium(II) acetateHCID 167845—
SolventDiethyl EtherHCID 3283—
Product1-(2,2-Diethoxyethyl)cyclopropaneHCID 23264569—

Reaction Conditions

Temperature0 °C

Reaction Steps

Diazomethane (6.17 g, 147 mmol) was added dropwise to 3.02 g (21 mmol) of 3-butenal diethyl acetal in 10 ml of dry ether with intensive stirring at 0° C. Then 70 mg (0.312 mmol) of palladium (II) acetate in 50 ml of dry ether was added all at once. Then stirring at 0° C. continued until the evolution of N2 ceased (10 min.). The ether was distilled off to the reduced volume of the reaction mixture ca 10 ml. The precipitate was filtered off on a fritted glass funnel and the filtrate evaporated. The crude product (2.57 g) contained 97% of the title compound (GC) and was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06114365
Source datasetuspto-grants-2000_09
ORD IDord-ac349e32008f4c8e8140cd83140d9543
Source noteuspto-grants-2000_09