Methanol → 4H-Pyran-3-carboxylic acid, 2,6-dimethyl-4-oxo-, methyl ester
Reaction equation
[C:1]([C:4]1[C:9](=[O:10])[CH:8]=[C:7]([CH3:11])[O:6][C:5]=1[CH3:12])([OH:3])=[O:2].[C:13](Cl)(=O)C.CO.C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)Cl>[C:1]([C:4]1[C:9](=[O:10])[CH:8]=[C:7]([CH3:11])[O:6][C:5]=1[CH3:12])([O:3][CH3:13])=[O:2]Participants
6
Procedure
42 g of 3-carboxy-2,6-dimethylpyr-4-one is dissolved in 250 ml of methylene chloride. In a second flask, 20 ml of acetyl chloride is cautiously added to 400 ml of methanol. The two solutions are mixed and refluxed for 5 hours. Solid sodium carbonate is added and the solvent removed after a water wash. The residue is distilled (115°-125° at 0.1 mm) to give 40 g of 3-carbomethoxy-2,6-dimethylpyr-4-one as a waxy solid.
Workup
- additionThe two solutions are mixed
- temperaturerefluxed for 5 hours
- customthe solvent removed after a water
- washwash
- distillationThe residue is distilled (115°-125° at 0.1 mm)
Sources & evidence
- ORD record
- ord-129f2194fb3845afae7f67a2d6263e74
- Source dataset
- uspto-grants-1978_09
- Patent number
- US04115101
Reaction notes
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