Reaktion #792149

Reaktionsgleichung

isopropylamine

3-methyl-2-nitrobenzoic acid

triethylamine

Ethyl chloroformate

→

desired intermediate

Ausbeute 80.2%

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

Ausbeute 80.2%

Lösungsmittel

methylene chloride

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigea solid precipitate formed
2. 2
   workup.ADDITIONwas added
3. 3
   Sonstigea homogeneous solution resulted
4. 4
   Extraktionextracted with ethyl acetate
5. 5
   WaschenThe organic extracts were washed with water
6. 6
   Trocknendried over magnesium sulfate
7. 7
   Sonstigeevaporated under reduced pressure

Vorschrift

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.

Quelle