Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | N-Methylephedrine | HCID 4374 | — |
| Edukt | 1,2-Diphenylethylamine | HCID 26482 | — |
| Edukt | 2,2-Dimethylcyclopropane-1-carboxylic acid | HCID 260708 | — |
| Edukt | Quinine | HCID 3034034 | — |
| Produkt | Menthol | HCID 1254 | — |
Reaktionsschritte
With 1-phenylethylamine neither a satisfactory yield nor an adequate optical purity could be achieved. Quinine yielded enantiomer in good optical purity but poor yield, no yield was indicated for N-methylephedfine With 1,2-diphenylethylamine the yield is satisfactory and the optical purity very good but the reagent, as is also N-methylephedrine is very expensive. Further, it is known that 2,2-dimethylcyclopropanecarboxylic acid can be separated into the enantiomers by the diastereomeric menthyl esters, which can be obtained from the acid chloride with (+) or (-) menthol (U.S. Pat. No. 4,487,956). This process does provide usable yields and optical purities, but is relatively complicated in working up and requires the relatively expensive menthol.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05166417 |
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| Quelldatensatz | uspto-grants-1992_11 |
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| ORD ID | ord-9ce85cc781f547289f414858807b168e |
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| Quellennotiz | uspto-grants-1992_11 |
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