Diketene → HCID 19864538, compound
Reaction equation
[CH3:1][C:2]1[N:3]([CH2:11][CH2:12][CH2:13][CH2:14][OH:15])[C:4]2[CH:9]=[CH:8][N:7]=[CH:6][C:5]=2[N:10]=1.[CH2:16]=[C:17]1[O:21][C:19](=[O:20])[CH2:18]1>CC(C)=O>[O:21]=[C:17]([CH3:16])[CH2:18][C:19]([O:15][CH2:14][CH2:13][CH2:12][CH2:11][N:3]1[C:4]2[CH:9]=[CH:8][N:7]=[CH:6][C:5]=2[N:10]=[C:2]1[CH3:1])=[O:20]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred solution of 2-methyl-1-(4-hydroxybutyl)imidazo[4,5-c]pyridine (0.5 g) in acetone (10 ml) at room temperature was added, dropwise, freshly distilled diketene (0.2 g). The solution was stirred at room temperature for 2 hours and then evaporated to dryness. The residue was chromatographed on silica gel eluting with a methylene chloride-ethyl acetate mixture and the fractions containing the product were evaporated under vacuum to leave the title compound, (0.51 g).