Methanol → Methyl levulinate

HRID 1417416Notes

Reaction equation

HRID 1417416 reaction equation
[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][C:4]([CH3:6])=[O:5].[CH3:9]O>>[CH3:9][O:7][C:1](=[O:8])[CH2:2][CH2:3][C:4]([CH3:6])=[O:5]

Participants

3

Reactant 2

HCID 887MethanolHCID 11579Levulinic Acid

Product 1

HCID 69354Methyl levulinate

Procedure

Combine levulinic acid (6.0 g) and Amberlyst 15 in methanol (75 mL). After 24 hours, remove the resin by filtration and evaporate in vacuo to obtain a residue. Partition the residue between ethyl acetate and saturated sodium bicarbonate solution. Dry the organic layer over MgSO4, filter, and evaporate in vacuo to give the title compound.

Workup

  1. customremove the resin
  2. filtrationby filtration
  3. customevaporate in vacuo
  4. customto obtain a residue
  5. customPartition the residue between ethyl acetate and saturated sodium bicarbonate solution
  6. dry with materialDry the organic layer over MgSO4
  7. filtrationfilter
  8. customevaporate in vacuo

Sources & evidence

ORD record
ord-94c1d7bbb9a04f74874082b235d62777
Source dataset
uspto-grants-1999_03
Patent number
US05877202

Reaction notes

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