Potassium Hydroxide → HCID 13746688, compound

Reaction equation

[OH-].[K+].[SH:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[CH2:9][CH2:8][CH2:7]2.[C:13]([C:16]1[CH:21]=[CH:20][C:19]([CH2:22][C:23]([OH:25])=[O:24])=[C:18](I)[CH:17]=1)([OH:15])=[O:14]>[Cu]>[C:13]([C:16]1[CH:21]=[CH:20][C:19]([CH2:22][C:23]([OH:25])=[O:24])=[C:18]([S:3][C:4]2[CH:5]=[C:6]3[C:10](=[CH:11][CH:12]=2)[CH2:9][CH2:8][CH2:7]3)[CH:17]=1)([OH:15])=[O:14]

Participants

Procedure

To 50% aqueous potassium hydroxide solution (500 g) under argon was added 5-mercaptoindan (30.0 g, 0.2 mole) and copper powder (16.3 g). Then 4-carboxy-2-iodophenylacetic acid (38.25 g, 0.125 mole) was added with mechanical stirring and the reaction mixture was stirred under reflux (oil-bath 140°-145° C.) for 3 hours. The mixture was diluted with ice-water (800 ml), filtered, and the filtrate was treated with charcoal and refiltered. Acidification of the alkaline solution precipitated a solid which was collected, washed well with water and drained thoroughly on the filter. The solid was stirred with hexane (200 ml) to remove mercaptoindane and was refiltered to yield 33.55 g.