7,12-dihydrobenzo[a]anthracene-7,12-dicarbaldehyde → Benz(a)anthracene-7,12-dicarboxaldehyde

HRID 1448851Notes

Reaction equation

HRID 1448851 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

HCID 2976497,12-dihydrobenzo[a]anthracene-7,12-dicarbaldehyde

Product 1

HCID 146677Benz(a)anthracene-7,12-dicarboxaldehyde

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

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

  1. filtrationThe remaining yellow solid is filtered off
  2. washwashed with acetic acid and water leaving the yellow product, m.p. 197°-198° C.

Sources & evidence

ORD record
ord-88e4ff29caef43dcaf9d1124681f6947
Source dataset
uspto-grants-1980_02
Patent number
US04187373

Reaction notes

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