HCID 53998102, compound → HCID 23329612, compound

HRID 225211Notes

Reaction equation

HRID 225211 reaction equation
[Cl:1][C:2]1[C:15]2[C@H:14]3[CH:16]([OH:19])[CH:17]([OH:18])[C@H:7]([C:8]4[C:13]3=[CH:12][CH:11]=[CH:10][CH:9]=4)[C:6]=2[CH:5]=[CH:4][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>[Cl:1][C:2]1[C:15]2[CH:14]([CH:16]=[O:19])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH:7]([CH:17]=[O:18])[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 53998102HCID 53998102, compoundHCID 178418268HCID 178418268, compound

Product 1

HCID 23329612HCID 23329612, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 0.54 g. of cis-1-chloro-9,10-dihydro-9,10-ethanoanthracene-11,12-diol in 5 ml. of acetic acid at 35° C. is added 1.0 g. of lead tetraacetate, portionwise. The mixture is stirred for 10 minutes, cooled in an ice-water bath and the crystals which form are collected by filtration and washed with cold acetic acid, giving the desired product as colorless crystals, m.p. 144°-146° C.

Workup

  1. temperaturecooled in an ice-water bath
  2. filtrationthe crystals which form are collected by filtration
  3. washwashed with cold acetic acid

Sources & evidence

ORD record
ord-38e8ce8563e8412eaf216fe022b43db0
Source dataset
uspto-grants-1980_11
Patent number
US04235996

Reaction notes

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