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Potassium periodate → Cis-1,4-Dimethoxy-9,10-dihydro-9,10-anthracenedicarboxaldehyde

HRID 225208
Notes
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Reaction equation

HRID 225208 reaction equation
[CH3:1][O:2][C:3]1[C:16]2[CH:15]3[CH:17]([OH:20])[CH:18]([OH:19])[CH:8]([C:9]4[C:14]3=[CH:13][CH:12]=[CH:11][CH:10]=4)[C:7]=2[C:6]([O:21][CH3:22])=[CH:5][CH:4]=1.I([O-])(=O)(=O)=O.[K+]>C(O)C>[CH3:22][O:21][C:6]1[C:7]2[C@H:8]([CH:18]=[O:19])[C:9]3[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=3)[C@H:15]([CH:17]=[O:20])[C:16]=2[C:3]([O:2][CH3:1])=[CH:4][CH:5]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 516896Potassium periodateHCID 233296081,4-Dimethoxy-9,10-dihydro-9,10-ethanoanthracene-11,12-diol

Product 1

HCID 88785356Cis-1,4-Dimethoxy-9,10-dihydro-9,10-anthracenedicarboxaldehyde

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

One gram of 1,4-dimethoxy-9,10-dihydro-9,10-ethanoanthracene-11,12-diol, is suspended in 30 ml. of an aqueous solution containing 0.77 g. of potassium periodate and one ml. of ethanol. After stirring at room temperature for 24 hours the insoluble material is removed by filtration, washed well with water and dried leaving a yellow product, m.p. 129°-132° C.

Workup

  1. additionof an aqueous solution containing 0.77 g
  2. customis removed by filtration
  3. washwashed well with water
  4. customdried
  5. customleaving a yellow product, m.p. 129°-132° C.

Sources & evidence

ORD record
ord-cb2cb3b108aa4d2da3ce5f436af99830
Source dataset
uspto-grants-1980_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04235996

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes