Catechol → HCID 131730579, compound

HRID 2093263Notes

Reaction equation

HRID 2093263 reaction equation
[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2].[O-]CC.[Ta+5:12].[O-]CC.[O-]CC.[O-]CC.[O-]CC>C1(C)C=CC=CC=1>[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[O-:4])[O-:2].[Ta+5:12].[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].[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].[Ta+5:12]

Participants

4

Reactant 2

HCID 289CatecholHCID 160806Ethanol, tantalum(5+) salt

Product 1

HCID 131730579HCID 131730579, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

A solution of catechol (5.51 g, 50.0 mmol) and toluene (50 ml) was dehydrated by distilling 10 mL of the solution. Thereafter, 8.13 g (20.0 mmol) of tantalum(V) ethoxide was added to the solution while stirring. The mixed solution was refluxed for 1 hour, and then, while the distillation temperature was 110° 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-tantalum complex) was yellow in color. The yield amount was 9.02 g (20.0 mmol), and the yield percentage was 100%. 4.51 g of catechol-tantalum 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 110° 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. dissolution4.51 g of catechol-tantalum complex was dissolved into 100 mL of 1:4 acetylacetone/toluene
  9. customto produce a coating liquid

Sources & evidence

ORD record
ord-c7c14900ec68494d8fd39675a1ebd507
Source dataset
uspto-grants-2013_05
Patent number
US08445118B2

Reaction notes

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