반응 #76844

반응 방정식

( D )

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

sodium hydroxide

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

→

title compound

5-Phenyl-2-(2-hydroxy-3-phenyl-5-tert-octylphenyl)-2H-benzotriazole

용매

water

water

반응 조건

후처리

1. 1
   온도The reaction mixture is heated
2. 2
   온도to reflux
3. 3
   온도The reaction mixture is heated
4. 4
   온도at reflux for 1.5 hours
5. 5
   기타To the cooled reaction mixture
6. 6
   기타the ethanol is removed under vacuum
7. 7
   추출The resultant mixture is extracted twice with methylene chloride
8. 8
   추출the combined organic phases are extracted with water
9. 9
   건조The organic phase is dried ovdr anhydrous magnesium sulfate
10. 10
    기타the solvent is then removed under vacuum
11. 11
    기타The residue is recrystallized sequentially from a mixture of water and methanol, and petroleum ether

실험 절차

To a solution of sodium hydroxide (6 g, 0.15 mol) in 8 mL of water is added 2-hydroxy-2′nitro-3,4′-diphenyl-5-tert-octylazobenzene (6.56 g), prepared in (D) above. The reaction mixture is heated to reflux and then formadine sulfinic acid (10.8 g, 0.1 mol) is added portionwise over 20 minutes. The reaction mixture is heated at reflux for 1.5 hours. To the cooled reaction mixture is added 200 mL of water and the ethanol is removed under vacuum. The reaction mixture is adjusted to pH 4 with hydrochloric acid. The resultant mixture is extracted twice with methylene chloride and the combined organic phases are extracted with water. The organic phase is dried ovdr anhydrous magnesium sulfate, and the solvent is then removed under vacuum. The residue is recrystallized sequentially from a mixture of water and methanol, and petroleum ether to give the title compound as a white solid melting at 123-125° C.

출처