반응 #76843

반응 방정식

( C )

4-Phenyl-2-nitrobenzenediazonium Hydrogen Sulfate

sodium hydroxide

2-phenyl-4-tert-octylphenol

Xylene

4-phenyl-2-nitrobenzenediazonium hydrogen sulfate

→

title compound

수율 25.8%

2-Hydroxy-2′nitro-3,4′-diphenyl-5-tert-octylazobenzene

수율 25.8%

용매

methanol

반응 조건

후처리

1. 1
   기타The organic phase is separated
2. 2
   추출extracted with water (4×200 mL)
3. 3
   여과The organic phase is filtered
4. 4
   기타the solvent removed by distillation under an atmosphere of nitrogen
5. 5
   기타The residue is purified by flash chromatography (90:10 heptane:ethyl acetate eluent)

실험 절차

To a solution of sodium hydroxide (12 g, 0.3 mol) and 2-phenyl-4-tert-octylphenol (14.1 g, 0.05 mol) in 150 mL of methanol maintained at 0-5° C. is added portionwise over 1.25 hours 4-phenyl-2-nitrobenzenediazonium hydrogen sulfate (30.6 g, 0.065 mol), prepared in (C) above. The reaction mixture is stirred for two hours at 0-5° C. Xylene (200 mL) is added to the reaction mixture. The organic phase is separated and extracted with water (4×200 mL). The organic phase is filtered and the solvent removed by distillation under an atmosphere of nitrogen. The residue is purified by flash chromatography (90:10 heptane:ethyl acetate eluent) to give 6.56 g of the title compound as a viscous dark red liquid.

출처