1-Propanol → 4-n-Propoxy-3-pyrrolin-2-one

HRID 358601Notes

Reaction equation

HRID 358601 reaction equation
[CH3:1][O:2][C:3]1[CH2:7][NH:6][C:5](=[O:8])[CH:4]=1.CS(O)(=O)=O.[CH2:14](O)[CH2:15]C>>[CH2:1]([O:2][C:3]1[CH2:7][NH:6][C:5](=[O:8])[CH:4]=1)[CH2:14][CH3:15]

Participants

4

Reactant 3

HCID 10311-PropanolHCID 6395Methanesulfonic AcidHCID 5747694-methoxy-2,5-dihydro-1H-pyrrol-2-one

Product 1

HCID 199826134-n-Propoxy-3-pyrrolin-2-one

Procedure

A mixture of 4-methoxy-3-pyrrolin-2-one (3 g), 1-propanol (3.5 ml) and methanesulfonic acid (0.2 g) was refluxed for 2 hours in the presence of 3A molecular sieves. Solvent was removed from the mixture, and the residue chromatographed on silica gel, eluting with 2% methanol in methylene chloride, to give 4-n-propoxy-3-pyrrolin-2-one.

Workup

  1. customSolvent was removed from the mixture
  2. customthe residue chromatographed on silica gel
  3. washeluting with 2% methanol in methylene chloride

Sources & evidence

ORD record
ord-7b8f79ade5f048db895ecbe0ee6c29ec
Source dataset
uspto-grants-1991_03
Patent number
US04997846

Reaction notes

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