Methanol → Methyl 2-amino-4,4,4-trifluoro-3-(trifluoromethyl)butanoate

HRID 1594287

Reaktionsgleichung

Reaktionsgleichung von HRID 1594287
[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].C[Si](C)(C)C.CO.C(Cl)(Cl)Cl>C(Cl)Cl.CO>[NH2:5][CH:4]([CH:3]([C:9]([F:11])([F:10])[F:12])[C:2]([F:13])([F:14])[F:1])[C:6]([O:8][CH3:16])=[O:7]

Komponenten

6

Edukt 4

HCID 887MethanolHCID 6212ChloroformHCID 859544,4,4,4',4',4'-HexafluorovalineHCID 86616138Tetramethylsilane (TMS) diazomethane

Produkt 1

HCID 13526774Methyl 2-amino-4,4,4-trifluoro-3-(trifluoromethyl)butanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21226129Dichloromethane methanolLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

A solution of 4,4,4,4′,4′,4′-hexafluoro-DL-valine (2.00 g, 8.89 mmol) in CH2Cl2:MeOH (4:1, 50 mL) was stirred under nitrogen at 0° C. Tetramethylsilane (TMS) diazomethane (5.33 nL, 2.0 M in hexane) was added dropwise, and the resulting solution stirred for 3 h at 25° C. After this time period, the reaction was complete by TLC (10% MeOH:chloroform). After concentration, the resulting residue (1.34 g, 63%) was used directly in the next reaction without further purification.

Aufarbeitung

  1. concentrationAfter concentration
  2. customthe resulting residue (1.34 g, 63%) was used directly in the next reaction without further purification

Quellen und Nachweise

ORD-Eintrag
ord-49838ca8481a436c8bf80882a87e28f4
Quelldatensatz
uspto-grants-2007_11
Patentnummer
US07300951B2

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