Putrescine → 1-(4-Aminobutylamino)-4-methoxyanthracene-9,10-dione
Reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][NH2:6].[CH3:7][O:8][C:9]1[C:22]2[C:21](=[O:23])[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14](=[O:24])[C:13]=2[C:12](OC)=[CH:11][CH:10]=1>C(Cl)Cl>[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][NH:6][C:12]1[C:13]2[C:14](=[O:24])[C:15]3[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:21](=[O:23])[C:22]=2[C:9]([O:8][CH3:7])=[CH:10][CH:11]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
1,4-Diaminobutane (1.65 g, 19 mmol) was added to a solution of 1,4-dimethoxyanthracene-9,10-dione (1.0 g, 3.7 mmol) in CH2Cl2 (700 ml). After seven, hours of irradiation, the solvent was removed and the residue chromatographed on silica gel. Starting material was eluted with CHCl3 and the product with 5% CH3OH in CHCl3. A purple solid (0.61 g, 50%) was obtained which was converted to the benzyloxycarbonyl derivative.