Methanol → Methyl 2-amino-4,4,4-trifluoro-3-(trifluoromethyl)butanoate
Reaktionsgleichung
[F:1][C:2]([F:14])([F:13])[CH:3]([C:9]([F:12])([F:11])[F:10])[CH:4]([C:6]([OH:8])=[O:7])[NH2:5].[Si](C=[N+]=[N-])(C)(C)[CH3:16].CO>C(Cl)Cl.CO.C(Cl)(Cl)Cl>[F:1][C:2]([F:13])([F:14])[CH:3]([C:9]([F:11])([F:10])[F:12])[CH:4]([C:6]([O:8][CH3:16])=[O:7])[NH2:5]Komponenten
6
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 25 °C
Versuchsvorschrift
A solution of 4,4,4,4′,4′,4′-hexafluoro-dl-valine (1.1 g, 4.88 mmol) in CH2Cl2-MeOH (4:1, 25 mL) was stirred under nitrogen at 0° C. TMS-diazomethane (2.0 M in hexane, 20 mL, 19.55 mL) was added dropwise and the resulting neon greenish solution stirred for 19 h at 25° C. After this time period, the reaction was complete by TLC (10% MeOH in chloroform). After concentration, the resulting residue of methyl 4,4,4,4′,4′,4′-hexafluoro-dl-valinate (1.1 g) was used directly in the next step without further purification. Mass Spectrum (−ESI): 238 (M−H)−.
Aufarbeitung
- concentrationAfter concentration
- customthe resulting residue of methyl 4,4,4,4′,4′,4′-hexafluoro-dl-valinate (1.1 g) was used directly in the next step without further purification
Quellen und Nachweise
- ORD-Eintrag
- ord-3399a25352154b769f42f981f2764fef
- Quelldatensatz
- uspto-grants-2007_11
- Patentnummer
- US07300951B2
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