Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 88600876 | HCID 88600876 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 88601110 | HCID 88601110 | 98.8% |
Reaction Steps
To a solution of benzhydryl 7-formamido-3-(2,2-dibromovinyl)-3-cephem-4-carboxylate-1-oxide (1.8 g) was added n-butyl lithium (7.27 ml of 1.65M solution in hexane) at -65° to -60° C. under a nitrogen atmosphere. After the resultant mixture was stirred at the same temperature for 30 minutes, ethyl acetate (50 ml) was added to the reaction mixture. The reaction mixture was warmed to -20° C., and hydrolysed with 10% hydrochloric acid. The organic layer was separated and washed with water and brine, dried over magnesium sulfate. The solution was evaporated in vacuo to give benzhydryl 7-formamido-3-ethynyl-3-cephem-4-carboxylate-1-oxide (1.30 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04584290 |
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| Source dataset | uspto-grants-1986_04 |
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| ORD ID | ord-4437a10cf0c049d08b6e119c95b7c428 |
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| Source note | uspto-grants-1986_04 |
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