Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Monosodium phosphate | HCID 23672064 | — |
| Reactant | HCID 53724508 | HCID 53724508 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 54330336 | HCID 54330336 | 43.8% |
Reaction Steps
47 ml of a solution of 2.34M of butyllithium in hexane were slowly added at -100° C. to a solution of 38.7 g of tert.-butyl (1R,trans) 2,2-dimethyl-3-(2,2-dibromovinyl)-cyclopropane-carboxylate, 200 ml of ether and 200 ml of tetrahydrofuran and the mixture was stirred for 90 minutes at -80° C. and was poured into 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 under reduced pressure to obtain 9.3 g of tert.-butyl (1R,trans) 2,2-dimethyl-3-ethynyl-cyclopropane-carboxylate with a boiling point of 30° C. at 0.1 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-84e1259cdd434735bcd1fd88909a41fe |
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| Source note | uspto-grants-1985_08 |
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