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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 485712Generated: October 31, 2026

Methyl 3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate → HCID 45090112, compound

https://huagongshe.com/reaction/485712

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylateHCID 188825—
ReactantMonosodium phosphateHCID 23672064—
ReactantButyllithiumHCID 178418339—
SolventCyclohexaneHCID 8078—
ProductHCID 45090112HCID 4509011251%

Reaction Conditions

Temperature-60 °C

Reaction Steps

100 ml of a solution of 1.85M of butyllithium in cyclohexane were slowly added at -100° C. to a cyclohexane solution containing 58.34 g of methyl (1R,cis) 2,2-dimethyl-3-(2,2-dibromovinyl)-cyclopropane-carboxylate and the mixture was stirred at -100° C. for 30 minutes, at -60° C. for one hour and was then poured into an iced aqueous monosodium phosphate solution. The mixture was extracted with benzene and the organic phase was evaporated to dryness under reduced pressure. The residue was rectified to obtain 14.5 g of methyl (1R,cis) 2,2-dimethyl-3-ethynyl-cyclopropane-carboxylate with a boiling point of 40° C. at 0.5 mm Hg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04537897
Source datasetuspto-grants-1985_08
ORD IDord-0e00f13adc70420d8dc98f0cff1f9715
Source noteuspto-grants-1985_08