Réaction #88689

Équation de réaction

HCl

Methyl trifluoroacetate

triethylamine

12-aminododecanoic acid

→

amide

Rendement 97.0%

N-Trifluoroacetyl 12-aminododecanoic acid

Rendement 97.0%

Solvants

ethyl acetate

methanol

Conditions de réaction

Traitement

1. 1
   Autrewas obtained
2. 2
   Lavagewas washed with 1 N HCl (2×5 mL)
3. 3
   Séchagedried over MgSO4
4. 4
   Concentrationconcentrated in vacuo

Mode opératoire

Methyl trifluoroacetate (200 μL, 1.99 mmoles) and triethylamine (184 μL, 1.32 mmoles) were added to a suspension of 12-aminododecanoic acid (300 mg, 1.32 mmoles) in methanol (2 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 (20 mL) was washed with 1 N HCl (2×5 mL), dried over MgSO4, and concentrated in vacuo to yield the amide as a white solid (398 mg, 1.28 mmoles, 97%). LRMS: not performed. 1H NMR: spectrum is consistent with the predicted structure.

Source