Catechol → HCID 131730585, compound
Reaction equation
[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2].[O-]CCCC.[Sn+4:14].[O-]CCCC.[O-]CCCC.[O-]CCCC>C1(C)C=CC=CC=1>[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[O-:4])[O-:2].[Sn+4:14].[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 (2.20 g, 20.0 mmol) and toluene (25 ml) was dehydrated by distilling 5 mL of the solution. Thereafter, 4.11 g (10.0 mmol) of tin(IV) butoxide 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-tin complex) was green in color. The yield amount was 3.35 g (10.0 mmol), and the yield percentage was 100%. 6.70 g of catechol-tin complex was dissolved into 100 mL of 1:4 acetylacetone/toluene to produce a coating liquid.
Workup
- distillationby distilling 5 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, volatile components of the residual mixed solution
- customwere vaporized under reduced pressure by a rotary evaporator
- customwere completely removed
- dissolution6.70 g of catechol-tin complex was dissolved into 100 mL of 1:4 acetylacetone/toluene
- customto produce a coating liquid
Sources & evidence
- ORD record
- ord-a3b3024abe8a4a4187a22fa783bc89a2
- Source dataset
- uspto-grants-2013_05
- Patent number
- US08445118B2
Reaction notes
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