p-Toluenesulfonic acid monohydrate → HCID 21076642, compound
Reaction equation
C([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([CH:12]1[CH2:21][C:20]2[C:15]3=[C:16]([CH2:22][C:23](=[O:24])[N:14]3[CH2:13]1)[CH:17]=[CH:18][CH:19]=2)=[O:11])(=O)C.O.CC1C=CC(S(O)(=O)=O)=CC=1>C(O)C>[OH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([CH:12]1[CH2:21][C:20]2[C:15]3=[C:16]([CH2:22][C:23](=[O:24])[N:14]3[CH2:13]1)[CH:17]=[CH:18][CH:19]=2)=[O:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
5-(6-Acetyloxy-1-oxohexyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-2(1H)-one (10.0 g, 30.6 mmol) is suspended in anhydrous ethanol (150 ml), mixed with catalyst amounts of 4-methylbenzenesulfonic acid monohydrate and stirred for five hours at boiling temperature. The solvent volume is concentrated by evaporation to one third, and the product is obtained in the form of light yellow needles (8.22 g, 93.5%) by crystallization at −20° C.