반응 #86446

반응 방정식

1-ethyl-piperazine

4-amino-3-nitro-benzaldehyde

NaBH4

→

title compound

수율 34.0%

4-(4-Ethyl-piperazin-1-ylmethyl)-2-nitro-phenylamine

수율 34.0%

용매

EtOAc

MeOH

MeOH

반응 조건

후처리

1. 1
   workup.STIRRINGthe solution was stirred at room temperature overnight
2. 2
   workup.STIRRINGthe solution was stirred at room temperature for 1 hour
3. 3
   여과filtered
4. 4
   세척The filtrate was washed with water and brine
5. 5
   건조dried over anhydrous Na2SO4
6. 6
   농축Concentration
7. 7
   기타gave product, which
8. 8
   기타was purified by flash chromatography on silica

실험 절차

To a stirred solution of 1-ethyl-piperazine (1.37 g, 12 mmol) in MeOH (30 mL) was added Ti(OiPr)4 (1.73 g, 6 mmol). Then the solution was stirred at room temperature for 15 min. Then 4-amino-3-nitro-benzaldehyde (Procedure 2F, steps a-b, 1.5 g, 9 mmol) in MeOH (10 mL) was added and the solution was stirred at room temperature overnight. Then NaBH4 (380 mg, 10 mmol) was added and the solution was stirred at room temperature for 1 hour. The solution was diluted with EtOAc and filtered. The filtrate was washed with water and brine, dried over anhydrous Na2SO4. Concentration gave product, which was purified by flash chromatography on silica to obtain the title compound (800 mg, yield: 34%). MS (ESI): 265 [M+H]+

출처