반응 #1453461

반응 방정식

4-methyl-3-nitro-benzoic acid

N-butoxycarbonyl-piperazine

triethylamine

TBTU

HOAt

→

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

용매

water

DMF

반응 조건

후처리

1. 1
   추출extracted twice with ethyl acetate
2. 2
   세척The organic layer is washed with water
3. 3
   건조brine, dried over magnesium sulfate
4. 4
   기타evaporated in vacuo
5. 5
   기타The residue is purified with silica gel column chromatography (n-hexane:ethyl acetate=5:1)

실험 절차

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.

출처