3-[(4-chlorophenyl)methyl]pentane-2,4-dione

反応条件: temp:160.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 3-amino-5-chlorophenol (0.46 g), 3-(4-chlorobenzyl)pentane-2,4-dione (0.72 g), and p-toluenesulfonic acid monohydrate (0.26 g) was heated at 160° C. for 2 hours. The mixture was cooled to room temperature, diluted with methanol (5.0 mL) and sonicated. The resulting precipitate was collected by filtration, washed with methanol and dried to afford a 50:50 mixture of title compound and 5-chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-7-ol as an off-white solid, 0.67 g. The mixture was cooled to room temperature sonicated The resulting precipitate was collected by filtration washed with methanol dried to afford

反応条件: temp:170.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 3-amino-4-chlorophenol (2.2 g), 3-(4-chlorobenzyl)pentane-2,4-dione (3.4 g) and toluene-4-sulfonic acid (few crystals) was heated at 170° C. under nitrogen for 10 hours. The mixture was cooled to room temperature and purification by column chromatography on silica gel, eluting with a mixture of methanol and dichloromethane (1:19 by volume), followed by trituration with diethyl ether gave title compound as a pale brown solid, 0.41 g. The mixture was cooled to room temperature purification by column chromatography on silica gel eluting with a mixture of methanol and dichloromethane (1:19 by volume)

反応条件: temp:170.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 3-amino-4-chlorophenol (2.2 g), 3-(4-chlorobenzyl)pentane-2,4-dione (3.4 g) and toluene-4-sulfonic acid (few crystals) was heated at 170° C. under nitrogen for 10 hours. The mixture was cooled to room temperature and purification by column chromatography on silica gel, eluting with a mixture of methanol and dichloromethane (1:19 by volume), followed by trituration with diethyl ether gave title compound as a pale brown solid, 0.41 g. The mixture was cooled to room temperature purification by column chromatography on silica gel eluting with a mixture of methanol and dichloromethane (1:19 by volume)

反応条件: temp:160.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 3-amino-5-methylphenol (1.0 g), 3-(4-chlorobenzyl)pentane-2,4-dione (1.7 g) and toluene-4-sulfonic acid (0.30 g) was heated at 160° C. under nitrogen for 3 hours. The mixture was cooled to room temperature and the residue triturated with methanol to give title compound, 1.5 g. The mixture was cooled to room temperature the residue triturated with methanol