Sodium Hydroxide → Maltol
Reaction equation
CO[CH:3]1[O:8][CH:7]([CH3:9])[C:6](=[O:10])[CH:5]=[CH:4]1.ClCl.[OH-:13].[Na+]>C(O)(=O)C.O>[CH3:9][C:7]1[O:8][CH:3]=[CH:4][C:5](=[O:13])[C:6]=1[OH:10]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of 6-methoxy-2-methyl-2H-pyran-3(6H)-one (0.01 mole) in 20 ml of acetic acid was treated with gaseous chlorine (0.01 mole) at room temperature. The reaction mixture was then heated to reflux for about one hour, cooled to room temperature, diluted with 20 ml of water, the pH adjusted with 50% NaOH solution to 7.0 and the reaction mixture extracted with chloroform. The chloroform extract was concentrated to yield maltol which was recrystallized from methanol to give the pure product (56%), mp 159.5°-160.5° C.
Workup
- temperatureThe reaction mixture was then heated
- temperatureto reflux for about one hour
- extractionthe reaction mixture extracted with chloroform
- extractionThe chloroform extract
- concentrationwas concentrated
Sources & evidence
- ORD record
- ord-7f1252b2941e457884750f3b255f5eb4
- Source dataset
- uspto-grants-1979_04
- Patent number
- US04147705
Reaction notes
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