Catechol → HCID 131730581, compound

HRID 2093265Notes

Reaction equation

HRID 2093265 reaction equation
[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2].CC(C)[O-].[Al+3:13].CC(C)[O-].CC(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].[Al+3:13].[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[O-:4])[O-:2].[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[O-:4])[O-:2].[Al+3:13]

Participants

4

Conditions

Temperature
100 °C

Procedure

A solution of catechol (3.30 g, 30.0 mmol) and toluene (45 ml) was dehydrated by distilling 5 mL of the solution. Thereafter, 4.08 g (20.0 mmol) of aluminum(III) isopropoxide 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, volatile components of the residual mixed solution were vaporized under reduced pressure by a rotary evaporator. The residual solid content was further heated to 100° C. under vacuum using a vacuum dryer so that the remaining volatile components were completely removed. The solid content (catechol-aluminum complex) was green in color. The yield amount was 3.78 g (20.0 mmol), and the yield percentage was 100%. 1.89 g of catechol-aluminum complex was dissolved into 100 mL of 1:4 acetylacetone/toluene to produce 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, volatile components of the residual mixed solution
  6. customwere vaporized under reduced pressure by a rotary evaporator
  7. customwere completely removed
  8. dissolution1.89 g of catechol-aluminum complex was dissolved into 100 mL of 1:4 acetylacetone/toluene
  9. customto produce a coating liquid

Sources & evidence

ORD record
ord-e4637182e36247888c7b686d71c1495b
Source dataset
uspto-grants-2013_05
Patent number
US08445118B2

Reaction notes

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