1,5-Dibromopentane → 1-(5-Bromopentyl)-7-ethoxymethyl-3-methylxanthine
Reaction equation
[CH2:1]([O:3][CH2:4][N:5]1[C:13]2[C:12](=[O:14])[NH:11][C:10](=[O:15])[NH:9][C:8]=2[N:7]=[CH:6]1)[CH3:2].[Br:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]Br.[C:23](=O)([O-])[O-].[K+].[K+]>>[Br:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][N:11]1[C:12](=[O:14])[C:13]2[N:5]([CH2:4][O:3][CH2:1][CH3:2])[CH:6]=[N:7][C:8]=2[N:9]([CH3:23])[C:10]1=[O:15]Participants
4
Procedure
22.4 g (0.1 mol) of 7-ethoxymethylxanthine were stirred at 70° C. for 1.5 hours with 45.9 g (0.2 mol) of 1,5-dibromopentane and 27.6 g of activated potassium carbonate. The solution was filtered and concentrated, and the oily residue which remained was chromatographed (eluent: ethyl acetate).
Workup
- filtrationThe solution was filtered
- concentration