反応 #1453461

反応方程式

4-methyl-3-nitro-benzoic acid

N-butoxycarbonyl-piperazine

triethylamine

TBTU

HOAt

→

4-(4-methyl-3-nitrobenzoyl)-piperazine-1-carboxylic acid tert-butyl ester

溶媒

water

DMF

反応条件

後処理

1. 1
   抽出extracted twice with ethyl acetate
2. 2
   洗浄The organic layer is washed with water
3. 3
   乾燥brine, dried over magnesium sulfate
4. 4
   その他evaporated in vacuo
5. 5
   その他The residue is purified with silica gel column chromatography (n-hexane:ethyl acetate=5:1)

実験手順

To a solution of 4-methyl-3-nitro-benzoic acid (300 mg, 2.76 mmol), N-butoxycarbonyl-piperazine (340 mg, 1.83 mmol) in DMF (3.0 mL), triethylamine (300 μL, 3.59 mmol), TBTU (800 mg, 2.49 mmol) and HOAt (270.5 mg, 1.99 mmol) are added and stirred at room temperature for 24 hours. The mixture is poured into water and extracted twice with ethyl acetate. The organic layer is washed with water and then brine, dried over magnesium sulfate, and evaporated in vacuo. The residue is purified with silica gel column chromatography (n-hexane:ethyl acetate=5:1) to afford 4-(4-methyl-3-nitrobenzoyl)-piperazine-1-carboxylic acid tert-butyl ester as a colorless solid.

出典