Reaktion #473856

Reaktionsgleichung

2-(3,4-dibenzyloxyphenyl)-3-hydroxy-6-amino-4H-1-benzopyran-4-one

acetonitrile

→

titled compound

Ausbeute 92.0%

2-(3,4-dibenzyloxyphenyl)-3-hydroxy-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one

Ausbeute 92.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeHCl was bubbled into the solution upon saturation
2. 2
   workup.ADDITIONUpon completion, H2O (20 mL) was added
3. 3
   Sonstigethe acetonitrile removed under vacuum
4. 4
   FiltrationThe precipitate was filtered off
5. 5
   Sonstigedried

Vorschrift

2-(3,4-dibenzyloxyphenyl)-3-hydroxy-6-amino-4H-1-benzopyran-4-one (1.9 g; 3.78 mmol) was suspended in acetonitrile (40 mL) and cooled at 0° C. HCl was bubbled into the solution upon saturation. The reaction was then stirred for 5 days at r.t. Upon completion, H2O (20 mL) was added and the acetonitrile removed under vacuum. The precipitate was filtered off and dried to afford the titled compound as a bright yellow solid. Yield: 92%. TLC (9/1 Chloroform/Methanol) Rf: 0.2. 1H-NMR (d6-DMSO): 11.61 (br s, 1H); 9.62 (s, 1H); 8.65 (s, 1H); 8.01 (d, 1H), 7.90 (d, 2H); 7.78 (d, 1H); 7.35 (d, 2H); 7.65 (dt, 2H); 6.93 (d, 1H); 3.35 (s, 3H)

Quelle