Catechol → HCID 131726537, compound
Reaction equation
[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2].CC(C)[O-].[Ti+4:13].CC(C)[O-].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].[Ti+4:13].[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[O-:4])[O-:2]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
A solution of catechol (22.0 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 (catechol-titanium complex) was brown in color. The yield amount was 26.0 g (98.5 mmol), and the yield percentage was 98%. 2.64 g of catechol-titanium complex was dissolved into 100 mL of 1:4 acetylacetone/toluene to produce a coating liquid.
Workup
- distillationby distilling 20 mL of the solution
- temperatureThe mixed solution was refluxed for 1 hour
- customwas 100° C.
- distillationhigher, distilled until the amount of the solution
- distillationAfter the distillation, solid content of the product
- customwas isolated by suction
- filtrationfiltering
- filtrationfilter
- customwere completely removed
- dissolution2.64 g of catechol-titanium complex was dissolved into 100 mL of 1:4 acetylacetone/toluene
- customto produce a coating liquid
Sources & evidence
- ORD record
- ord-e2d49306cf204771bfd051db81dca63d
- Source dataset
- uspto-grants-2013_05
- Patent number
- US08445118B2
Reaction notes
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