Catechol → HCID 131730580, compound

HRID 2093264Notes

Reaction equation

HRID 2093264 reaction equation
[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2].C[O-].[Cu+2:11].C[O-]>C1(C)C=CC=CC=1>[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[O-:4])[O-:2].[Cu+2:11]

Participants

4

Conditions

Temperature
100 °C

Procedure

A solution of catechol (2.20 g, 20 mmol) and toluene (45 ml) was dehydrated by distilling 5 mL of the solution. Thereafter, 2.50 g (20 mmol) of copper(II) methoxide was added to the solution while stirring. The mixed solution was refluxed for 1 hour, and then, while the distillation temperature was 100° C. or higher, distilled until the amount of the solution became half. After the distillation, solid content of the product was isolated by suction filtering using a membrane suction filter. The residual solid content was heated to 100° C. under vacuum using a vacuum dryer so that remaining volatile components were completely removed. The solid content (catechol-copper complex) was purple in color. The yield amount was 3.30 g (19.2 mmol), and the yield percentage was 96%. Catechol-copper complex was dissolved into acetylacetone until saturated, and then filtered to be used as a coating liquid.

Workup

  1. distillationby distilling 5 mL of the solution
  2. temperatureThe mixed solution was refluxed for 1 hour
  3. customwas 100° C.
  4. distillationhigher, distilled until the amount of the solution
  5. distillationAfter the distillation, solid content of the product
  6. customwas isolated by suction
  7. filtrationfiltering
  8. filtrationfilter
  9. customwere completely removed
  10. dissolutionCatechol-copper complex was dissolved into acetylacetone until saturated, and
  11. filtrationthen filtered

Sources & evidence

ORD record
ord-b8850b7b950b4da0b26e6235f19001c3
Source dataset
uspto-grants-2013_05
Patent number
US08445118B2

Reaction notes

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