Réaction #792149

Équation de réaction

isopropylamine

3-methyl-2-nitrobenzoic acid

triethylamine

Ethyl chloroformate

→

desired intermediate

Rendement 80.2%

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

Rendement 80.2%

Solvants

methylene chloride

water

Conditions de réaction

Traitement

1. 1
   Autrea solid precipitate formed
2. 2
   workup.ADDITIONwas added
3. 3
   Autrea homogeneous solution resulted
4. 4
   Extractionextracted with ethyl acetate
5. 5
   LavageThe organic extracts were washed with water
6. 6
   Séchagedried over magnesium sulfate
7. 7
   Autreevaporated under reduced pressure

Mode opératoire

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.

Source