Chlorine → Maltol
Reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]([OH:8])[CH3:7].Cl[O-:10].[Na+].ClCl>O1CCCC1.O>[CH3:7][C:6]1[O:8][CH:5]=[CH:4][C:3](=[O:10])[C:2]=1[OH:1]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of 1(2-furyl)-1-ethanol (0.05 mole) in 15 ml of tetrahydrofuran and 15 ml of water at 5° C. is added 21.7 ml of 2.8 M sodium hypochlorite solution. Chlorine (0.05 mole) is added to the reaction flask via a gas inlet tube maintaining the reaction temperature below 5° C. The reaction mixture is then heated to reflux and the tetrahydrofuran removed by distillation. Heating is continued for an additional hour. The reaction mixture is cooled and maltol is isolated by the procedure described in Example 1.
Workup
- temperaturemaintaining the reaction temperature below 5° C
- temperatureThe reaction mixture is then heated
- temperatureto reflux
- customthe tetrahydrofuran removed by distillation
- temperatureHeating
- waitis continued for an additional hour
- temperatureThe reaction mixture is cooled
Sources & evidence
- ORD record
- ord-09e8b01cef48419b8f8d5e7670f29be6
- Source dataset
- uspto-grants-1979_04
- Patent number
- US04147705
Reaction notes
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