Salicylic Acid → HCID 178524317, compound

HRID 2093258Notes

Reaction equation

HRID 2093258 reaction equation
[C:1]([OH:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].CC(C)[O-].[Ti+4:15].CC(C)[O-].CC(C)[O-].CC(C)[O-]>C1(C)C=CC=CC=1>[C:1]([O-:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[Ti+4:15].[C:1]([O-:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[C:1]([O-:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[C:1]([O-:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4]

Participants

4

Reactant 2

HCID 338Salicylic AcidHCID 11026Titanium isopropoxide

Product 1

HCID 178524317HCID 178524317, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

A solution of salicylic acid (27.6 g, 200 mmol) and toluene (220 ml) was dehydrated by distilling 20 mL of the solution. Thereafter, 28.4 g (100 mmol) of titanium(IV) isopropoxide (TTIP) 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 (salicylic acid-titanium complex) was red in color. The yield amount was 32.0 g (100 mmol), and the yield percentage was 100%. 3.20 g of salicylic acid-titanium complex was dissolved into 100 mL of 1:4 acetylacetone/toluene to produce a coating liquid.

Workup

  1. distillationby distilling 20 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. dissolution3.20 g of salicylic acid-titanium complex was dissolved into 100 mL of 1:4 acetylacetone/toluene
  11. customto produce a coating liquid

Sources & evidence

ORD record
ord-2de5ee958a404d8c8809a7de54ee4ba4
Source dataset
uspto-grants-2013_05
Patent number
US08445118B2

Reaction notes

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