Reacción #11999

Ecuación de reacción

HCl

Methyl trifluoroacetate

triethylamine

12-aminododecanoic acid

→

amide

Rendimiento 97.0%

N-Trifluoroacetyl 12-aminododecanoic acid

Rendimiento 97.0%

Disolventes

ethyl acetate

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowas obtained
2. 2
   Lavadowas washed with 1 N HCl (2×5 mL)
3. 3
   Secadodried over MgSO4
4. 4
   Concentraciónconcentrated in vacuo

Procedimiento

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.

Fuente