Reacción #792149

Ecuación de reacción

isopropylamine

3-methyl-2-nitrobenzoic acid

triethylamine

Ethyl chloroformate

→

desired intermediate

Rendimiento 80.2%

3-Methyl-N-(1-methylethyl)-2-nitrobenzamide

Rendimiento 80.2%

Disolventes

methylene chloride

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroa solid precipitate formed
2. 2
   workup.ADDITIONwas added
3. 3
   Otroa homogeneous solution resulted
4. 4
   Extracciónextracted with ethyl acetate
5. 5
   LavadoThe organic extracts were washed with water
6. 6
   Secadodried over magnesium sulfate
7. 7
   Otroevaporated under reduced pressure

Procedimiento

A solution of 3-methyl-2-nitrobenzoic acid (2.00 g, 11.0 mmol) and triethylamine (1.22 g, 12.1 mmol) in 25 mL of methylene chloride was cooled to 10° C. Ethyl chloroformate was carefully added and a solid precipitate formed. After stirring for 30 minutes isopropylamine (0.94 g, 16.0 mmol) was added and a homogeneous solution resulted. The reaction was stirred for an additional hour, poured into water and extracted with ethyl acetate. The organic extracts were washed with water, dried over magnesium sulfate and evaporated under reduced pressure to afford 1.96 g of the desired intermediate as a white solid melting at 126-128° C.

Fuente