Sulfuric acid magnesium salt (1:1) → 6-Butoxy-2-ethyl-2H-pyran-3(6H)-one

HRID 1439380Notes

Reaction equation

HRID 1439380 reaction equation
[CH2:1]([CH:3]1[C:8](=[O:9])[CH:7]=[CH:6][CH:5]([OH:10])[O:4]1)[CH3:2].S([O-])([O-])(=O)=O.[Mg+2]>C(O)CCC>[CH2:1]([CH:3]1[C:8](=[O:9])[CH:7]=[CH:6][CH:5]([O:10][CH2:2][CH2:1][CH2:3][CH3:8])[O:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 3370112-Ethyl-6-hydroxy-2H-pyran-3(6H)-one

Product 1

HCID 213973316-Butoxy-2-ethyl-2H-pyran-3(6H)-oneYield 82.2%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A 14.2 g quantity of 2-ethyl-6-hydroxy-3-oxo-3,6-dihydro-2H-pyran and 74 g of n-butyl alcohol are reacted in the presence of 10 g of magnesium sulfate with refluxing for 24 hours. After the reaction, the mixture is filtered to remove the magnesium sulfate, and the filtrate is concentrated at a reduced pressure to remove the excess n-butyl alcohol. The residue is further distilled at a reduced pressure of 5 mm Hg to give 16.2 g of 2-ethyl-6-n-butoxy-3-oxo-3,6-dihydro-2H-pyran as a yellow liquid fraction at 83° to 88° C in a yield of 82.2%.

Workup

  1. temperaturewith refluxing for 24 hours
  2. customAfter the reaction
  3. filtrationthe mixture is filtered
  4. customto remove the magnesium sulfate
  5. concentrationthe filtrate is concentrated at a reduced pressure
  6. customto remove the excess n-butyl alcohol
  7. distillationThe residue is further distilled at a reduced pressure of 5 mm Hg

Sources & evidence

ORD record
ord-20d9ccbae28c4c49b175078d2392af28
Source dataset
uspto-grants-1977_11
Patent number
US04059595

Reaction notes

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