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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methyl 3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate | HCID 188825 | — |
| Reactant | Monosodium phosphate | HCID 23672064 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Cyclohexane | HCID 8078 | — |
| Product | HCID 45090112 | HCID 45090112 | 51% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04537897 |
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| Source dataset | uspto-grants-1985_08 |
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| ORD ID | ord-0e00f13adc70420d8dc98f0cff1f9715 |
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| Source note | uspto-grants-1985_08 |
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