Sulfuric acid magnesium salt (1:1) → 2H-Pyran-3(6H)-one, 2-ethyl-6-methoxy-

A 14.2 g quantity of 2-ethyl-6-hydroxy-3-oxo-3,6-dihydro-2H-pyran and 50 g of methyl orthoformate are reacted in the presence of 10 g of magnesium sulfate under reflux for 24 hours. After the reaction, the mixture is filtered to remove the magnesium sulfate, and the filtrate is concentrated in vacuum to remove the excess methyl orthoformate. The residue is poured into 50 ml of water, the mixture is extracted with ether, and the ethereal layer is washed with a sodium carbonate solution and dried over magnesium sulfate. The dried mass is distilled to remove the ether, and the residue is further distilled at a reduced pressure of 12 mm Hg to give 13.4 g of 2-ethyl-6-methoxy-3-oxo-3,6-dihydro-2H-pyran as a yellow liquid fraction at 85° to 90° C in a yield of 86%.

1. temperatureunder reflux for 24 hours
2. customAfter the reaction
3. filtrationthe mixture is filtered
4. customto remove the magnesium sulfate
5. concentrationthe filtrate is concentrated in vacuum
6. customto remove the excess methyl orthoformate
7. additionThe residue is poured into 50 ml of water
8. extractionthe mixture is extracted with ether
9. washthe ethereal layer is washed with a sodium carbonate solution
10. dry with materialdried over magnesium sulfate
11. distillationThe dried mass is distilled
12. customto remove the ether
13. distillationthe residue is further distilled at a reduced pressure of 12 mm Hg

ORD record

ord-44a41873f70742418a550d52da257028

Source dataset

uspto-grants-1977_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04059595