HCID 23471447, compound → HCID 23471354, compound

HRID 128075Notes

Reaction equation

HRID 128075 reaction equation
[CH3:1][C:2]1[CH:15]=[CH:14][C:13]2[C:4](=[C:5]3[CH:17]([OH:18])[CH:16]([OH:19])[C:12]=2[C:11]2[C:6]3=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:3]=1.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.[Pb+4]>C(O)(=O)C>[CH3:1][C:2]1[CH:15]=[CH:14][C:13]2[C:4](=[C:5]([CH:17]=[O:18])[C:6]3[C:11]([C:12]=2[CH:16]=[O:19])=[CH:10][CH:9]=[CH:8][CH:7]=3)[CH:3]=1

Participants

4

Reactant 2

HCID 23471447HCID 23471447, compoundHCID 178418268HCID 178418268, compound

Product 1

HCID 23471354HCID 23471354, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of isomers of 2-methyl-11,12-dihydroxy-9,10-ethano-anthracene weighing 2.1 g. is dissolved in 45 ml. of glacial acetic acid and is treated at room temperature with 7.45 g. of lead tetraacetate until a starch-iodide test is positive. After 2-3 hours at room temperature followed by cooling there is deposited orange crystals, which are collected by filtration and recrystallized from methylene chloride-methanol giving 1.1 g. of orange crystals melting at 162°-164° C.

Workup

  1. dissolutionis dissolved in 45 ml
  2. temperatureby cooling there
  3. filtrationare collected by filtration
  4. customrecrystallized from methylene chloride-methanol giving 1.1 g

Sources & evidence

ORD record
ord-4cbf482cca404c5e84eaf5eab3c7bf58
Source dataset
uspto-grants-1981_03
Patent number
US04258181

Reaction notes

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