7,12-dihydrobenzo[a]anthracene-7,12-dicarbaldehyde → Benz[a]anthracene-7,12-dicarboxaldehyde
Reaction equation
[CH:1]1[C:6]2=[C:7]3[C:16](=[CH:17][CH:18]=[C:5]2[CH:4]=[CH:3][CH:2]=1)[CH:15]([CH:19]=[O:20])[C:14]1[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=1)[CH:8]3[CH:21]=[O:22]>C(O)(=O)C>[CH:1]1[C:6]2=[C:7]3[C:16](=[CH:17][CH:18]=[C:5]2[CH:4]=[CH:3][CH:2]=1)[C:15]([CH:19]=[O:20])=[C:14]1[C:9]([CH:10]=[CH:11][CH:12]=[CH:13]1)=[C:8]3[CH:21]=[O:22]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of isomers of 7,12-dihydro-7,12-benz[a]anthracene dicarboxaldehyde [Newman & Din, J. Org. Chem. 36, 967 (1971)] is suspended in 75 ml. of glacial acetic acid, treated with 6 g. of ferric chloride hexahydrate and stirred at room temperature for 3 hours. The remaining yellow solid is filtered off, washed with acetic acid and water leaving the yellow product, m.p. 197°-198° C.
Workup
- filtrationThe remaining yellow solid is filtered off
- washwashed with acetic acid and water leaving the yellow product, m.p. 197°-198° C.