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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 127037Generated: October 25, 2026

HCID 53929412, compound → Ethyl (+/-)-4-trichloromethyl-6,6-dimethyl-2-oxo-3-oxabicyclo-[3.1.0]hexane-1-carboxylate

https://huagongshe.com/reaction/127037

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 53929412HCID 53929412—
CatalystCopperHCID 23978—
SolventOctaneHCID 356—
ProductEthyl (+/-)-4-trichloromethyl-6,6-dimethyl-2-oxo-3-oxabicyclo-[3.1.0]hexane-1-carboxylateHCID 12525249—

Reaction Steps

To a refluxing suspension of copper powder (5.0 g, 0.079 mole) in 240 ml of n-octane was added dropwise in one hour a solution of ethyl (±)-3-methyl-1-trichloromethyl-2-butenyl diazomalonate (5.0 g, 0.0146 mole) in 60 ml of n-octane. The reaction mixture was then heated under reflux for 21/2 hours and filtered. The n-octane was removed from the filtrate by evaporation under vacuum, yielding a residue which was distilled under vacuum to give ethyl (±)-4-trichloromethyl-6,6-dimethyl-2-oxo-3-oxabicyclo-[3.1.0]hexane-1-carboxylate as a highly viscous oil (2.47 g, 54% yield); bp, 123°-125°/0.3 mm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04254282
Source datasetuspto-grants-1981_03
ORD IDord-ccd1b7912f6b421a96814214cccc1cee
Source noteuspto-grants-1981_03