1,2-Dimethoxyethane → Anthracene

HRID 2392517Notes

Reaction equation

HRID 2392517 reaction equation
C(COC)OC.[CH:7]1[C:20]2[C:11](=[CH:12][C:13]3[C:18]([CH:19]=2)=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH:10]=[CH:9][CH:8]=1.[K]>CN1C(=O)CCC1>[CH:10]1[C:11]2[C:20](=[CH:19][C:18]3[C:13]([CH:12]=2)=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 80711,2-DimethoxyethaneHCID 86741178Potassium Anthracene

Product 1

HCID 8418Anthracene

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

A KAn solution is prepared as described in Example 20. The monoglyme is allowed to evaporate and the solid potassium anthracide complex collected. The melting point of the potassium anthracide crystals is >300° C. The dark-blue crystals turn white on exposure to air as a result of the radical-anion oxidation. Potassium anthracene salt is added to a solution of anhydrous NMP to give a 0.05M anthracene radical-anion solution resulting in the characteristic deep blue-black coloration of the solution. The KAn is stable in NMP. A sample of PTFE is treated in this bath and Pd seeded and electroless Cu subsequently plated as described in Example 17 with similar results.

Workup

  1. customA KAn solution is prepared
  2. customto evaporate
  3. customthe solid potassium anthracide complex collected
  4. customis >300° C
  5. customa result of the radical-anion oxidation

Sources & evidence

ORD record
ord-a74c2c1b902849c1aefab6a67c1425a9
Source dataset
uspto-grants-1998_09
Patent number
US05800858

Reaction notes

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