Reaktion #11998

Reaktionsgleichung

HCl

Methyl trifluoroacetate

triethylamine

glycine

→

amide

Ausbeute 87.0%

N-Trifluoroacetyl glycine

Ausbeute 87.0%

Lösungsmittel

ethyl acetate

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas obtained
2. 2
   Waschenwas washed with 1 N HCl (2×10 mL)
3. 3
   Trocknendried over MgSO4
4. 4
   Einengenconcentrated in vacuo

Vorschrift

Methyl trifluoroacetate (804 μL, 7.99 mmoles) and triethylamine (928 μL, 6.66 mmoles) were added to a suspension of glycine (500 mg, 6.66 mmoles) in methanol (2.5 mL). After the mixture was stirred vigorously for 18 h, 1 N HCl was added dropwise until the a pH of 2 was obtained. The reaction was added to ethyl acetate (30 mL) was washed with 1 N HCl (2×10 mL), dried over MgSO4, and concentrated in vacuo to yield the amide as a white solid (991 mg, 5.79 mmoles, 87%). LRMS: (CI+) calcd for C4H4NO3F3 (M+NH4): 189; found: 189. 1H NMR: spectrum is consistent with the predicted structure.

Quelle