p-Toluenesulfonic acid → (3E)-4,4-dimethoxy-3-methoxyiminopentan-2-one
Reaction equation
[CH3:1][O:2][N:3]=[C:4]([C:8](=[O:10])[CH3:9])[C:5](=[O:7])[CH3:6].[CH:11](OC)(OC)[O:12]C.[C:18]1(C)C=CC(S(O)(=O)=O)=CC=1>CO>[CH3:1][O:2]/[N:3]=[C:4](/[C:8]([O:12][CH3:11])([O:10][CH3:18])[CH3:9])\[C:5](=[O:7])[CH3:6]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
4.3 g (0.03 mol) of pentane-2,3,4-trione 3-(O-methyloxime) and 6.2 g (0.06 mol) of trimethyl orthoformate were dissolved in 15 ml of methanol and admixed with a spatula tip of p-toluenesulfonic acid. The mixture was subsequently stirred at 50° C. for 5 h, after which the solvent was distilled off. This gave 5.5 g of an oil (98% yield) (phys. data see Tab. 1).
Workup
- distillationafter which the solvent was distilled off
Sources & evidence
- ORD record
- ord-38e7166334d248c4a58ba74da6ee54ed
- Source dataset
- uspto-grants-2002_08
- Patent number
- US06441236B1
Reaction notes
Loading…