HCID 20375942, compound → Tetracene-5,12-dicarbaldehyde

HRID 1448852Notes

Reaction equation

HRID 1448852 reaction equation
[OH:1][CH:2]1[C:7]2[C:8]3[C:17]([C:4](=[C:5]4[CH:21]=[CH:20][CH:19]=[CH:18][C:6]4=2)[CH:3]1[OH:22])=[CH:16][C:15]1[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=1)[CH:9]=3.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.[Pb+4]>C(O)(=O)C>[CH:18]1[C:6]2=[C:7]([CH:2]=[O:1])[C:8]3[C:17]([C:4]([CH:3]=[O:22])=[C:5]2[CH:21]=[CH:20][CH:19]=1)=[CH:16][C:15]1[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=1)[CH:9]=3

Participants

4

Reactant 2

HCID 20375942HCID 20375942, compoundHCID 178418268HCID 178418268, compound

Product 1

HCID 17750326Tetracene-5,12-dicarbaldehyde

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 5 g. of 13,14-dihydroxy-5,12-ethanobenz[b]anthracene in 110 ml. of glacial acetic acid is treated all at once with 15.4 g. of lead tetraacetate and stirred at 30°-40° C. for 3 hours. The formed purple solid is filtered, washed once with acetic acid, finally with water, dried and recrystallized from methylene chloride-methanol to give purple needles, m.p. 215°-217° C.

Workup

  1. filtrationThe formed purple solid is filtered
  2. washwashed once with acetic acid, finally with water
  3. customdried
  4. customrecrystallized from methylene chloride-methanol
  5. customto give purple needles, m.p. 215°-217° C.

Sources & evidence

ORD record
ord-7f2975c65db84802a2766bd54d47133a
Source dataset
uspto-grants-1980_02
Patent number
US04187373

Reaction notes

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