Реакция #792149

Уравнение реакции

isopropylamine

3-methyl-2-nitrobenzoic acid

triethylamine

Ethyl chloroformate

→

desired intermediate

Выход 80.2%

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

Выход 80.2%

Растворители

methylene chloride

water

Условия реакции

Обработка

1. 1
   Другоеa solid precipitate formed
2. 2
   workup.ADDITIONwas added
3. 3
   Другоеa homogeneous solution resulted
4. 4
   Экстракцияextracted with ethyl acetate
5. 5
   ПромывкаThe organic extracts were washed with water
6. 6
   Сушкаdried over magnesium sulfate
7. 7
   Другоеevaporated under reduced pressure

Методика

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.

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