反応 #792149

反応方程式

isopropylamine

3-methyl-2-nitrobenzoic acid

triethylamine

Ethyl chloroformate

→

desired intermediate

収率 80.2%

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

収率 80.2%

溶媒

methylene chloride

water

反応条件

後処理

1. 1
   その他a solid precipitate formed
2. 2
   workup.ADDITIONwas added
3. 3
   その他a homogeneous solution resulted
4. 4
   抽出extracted with ethyl acetate
5. 5
   洗浄The organic extracts were washed with water
6. 6
   乾燥dried over magnesium sulfate
7. 7
   その他evaporated under reduced pressure

実験手順

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.

出典