Hydroquinone → Pidobenzone
Reaction equation
[NH:1]1[C:5](=[O:6])[CH2:4][CH2:3][C@H:2]1[C:7]([OH:9])=[O:8].[C:10]1([CH:17]=[CH:16][C:14](O)=[CH:13][CH:12]=1)[OH:11]>O>[NH:1]1[C:5](=[O:6])[CH2:4][CH2:3][C@H:2]1[C:7]([O:9][C:14]1[CH:16]=[CH:17][C:10]([OH:11])=[CH:12][CH:13]=1)=[O:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
129 g (1 mol) of (l)-pyroglutamic acid and 110 g (1 mol) of hydroquinone are intimately mixed, the mixture is stirred at 175° under a stream of nitrogen for 18 hours, the temperature is lowered to 50° and the mixture is diluted with water (300 ml) and extracted with ethyl acetate (3×400 ml). A crude product is thus prepared which is purified by being made into a paste twice with ethyl acetate (250 ml) to give the title derivative in the form of crystals melting at 179°/82°. In TLC, the product shows a single spot of Rf(i)=0.33.