Catechol → HCID 131730582, compound

HRID 2093266Notes

Reaction equation

HRID 2093266 reaction equation
[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2].C([O-])(=O)C.[In+3:13].C([O-])(=O)C.C([O-])(=O)C>C1(C)C(C)=CC=CC=1>[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[O-:4])[O-:2].[In+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].[In+3:13]

Participants

4

Reactant 2

HCID 289CatecholHCID 168292Acetic acid, indium(3+) salt (3:1)

Product 1

HCID 131730582HCID 131730582, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
100 °C

Procedure

A solution of catechol (3.30 g, 30 mmol) and xylene (90 ml) was dehydrated by distilling 10 mL of the solution. Thereafter, 5.84 g (20 mmol) of indium acetate was added to the solution while stirring. The mixed solution was refluxed for 1 hour, and then, while the distillation temperature was 132° 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-indium complex) was green in color. The yield amount was 5.54 g (20 mmol), and the yield percentage was 100%. 6.93 g of catechol-indium complex was dissolved into 100 mL of 1:4 acetylacetone/toluene to produce a coating liquid.

Workup

  1. distillationby distilling 10 mL of the solution
  2. temperatureThe mixed solution was refluxed for 1 hour
  3. customwas 132° 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. dissolution6.93 g of catechol-indium complex was dissolved into 100 mL of 1:4 acetylacetone/toluene
  9. customto produce a coating liquid

Sources & evidence

ORD record
ord-057b076c3b214a04a5afd3a8b448a1fc
Source dataset
uspto-grants-2013_05
Patent number
US08445118B2

Reaction notes

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