Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Isoamyl Nitrite | HCID 8053 | — |
| Edukt | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Edukt | Triethylammonium bromide | HCID 2734074 | — |
| Edukt | HCID 54087051 | HCID 54087051 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | HCID 54331335 | HCID 54331335 | 81,3% |
Reaktionsschritte
A mixture of methyl 2-[(4R)-3-amino-4-allyl-2-oxoazetidin-1-yl]-3-methyl-2-butenoate (815 mg), triethylamine hydrobromide (2.50 g) and p-toluenesulfonic acid hydrate (1.17 g) in methylene chloride (30 ml) was cooled to 0° C. and isopentyl nitrite (0.54 ml) was added. After stirring for 20 minutes at the same temperature, the mixture was concentrated and the residue was dissolved in ethyl acetate (50 ml). The solution was washed successively with 10% aqueous sodium bisulfite, water and brine, dried over magnesium sulfate and evaporated to give methyl 2-[(4R)-3-bromo-4-allyl-2-oxoazetidin-1-yl]-3-methyl-2-butenoate (840 mg) as a crude oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04383945 |
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| Quelldatensatz | uspto-grants-1983_05 |
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| ORD ID | ord-c105696679a9498188ae1b51bcf7cba1 |
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| Quellennotiz | uspto-grants-1983_05 |
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