Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 1-Phenethylamine, (+)- | HCID 643189 | — |
| Edukt | HCID 66782716 | HCID 66782716 | — |
| Lösungsmittel | Diisopropylether methanol | HCID 21882575 | — |
| Produkt | HCID 86638377 | HCID 86638377 | 55,9% |
Reaktionsschritte
A solution of (R)-(+)-1-phenylethylamine (104 mg, 0.86 mmol) in diisopropyl ether/MeOH 20:1 (4.5 mL) was added dropwise at RT to a solution of 2-(3-chloro-4-trifluoromethyl-phenylamino)-propionic acid (417 mg, 1.56 mmol) in diisopropyl ether/MeOH 20:1 (4.5 mL), then after 2 h the precipitate was collected by filtration, washed with diisopropyl ether, and dried under vacuum. This material was digested in chloroform (3 mL) at 50° C. for 18 h, then collected by filtration, and dried under vacuum to afford 2-(3-chloro-4-trifluoromethyl-phenylamino)-propionic acid (R)-(+)-1-phenylethylamine salt (187 mg). This salt was partitioned between 10% aq. KHSO4 solution and EtOAc. The organic layer was dried (MgSO4), filtered, and evaporated to afford the title compound (134 mg, 32%) in an enantiomeric ratio of 98.5:1.5. White solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08138175B2 |
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| Quelldatensatz | uspto-grants-2012_03 |
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| ORD ID | ord-35e02b62ad7441899f74e26ace30d64e |
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| Quellennotiz | uspto-grants-2012_03 |
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