Ethanol → HCID 15007584, compound

HRID 1420864Notes

Reaction equation

HRID 1420864 reaction equation
[CH3:1][O:2][C:3]1[CH2:7][NH:6][C:5](=[O:8])[CH:4]=1.[Na].[CH2:10](O)C>>[CH2:1]([O:2][C:3]1[CH2:7][NH:6][C:5](=[O:8])[CH:4]=1)[CH3:10]

Participants

4

Reactant 3

HCID 702EthanolHCID 5747694-methoxy-2,5-dihydro-1H-pyrrol-2-oneHCID 5360545Sodium

Product 1

HCID 15007584HCID 15007584, compoundYield 65%

Procedure

A solution of 4-methoxy-3-pyrrolin-2-one (3 g; 26.52 mmols) in absolute ethanol (60 ml) is treated with sodium ethoxyde (2.17 g; 31.82 mmols) under nitrogen atmosphere. The solution is refluxed for 2 hours and then poured into a 30% NaH2PO4 solution (200 ml). The resulting mixture is extracted with ethyl acetate (3×150 ml) and the organic phase is shaken with brine, dried over sodium sulphate and evaporated to dryness to obtain 4-ethoxy-3-pyrrolin-2-one (2.19 g; 17.24 mmols). Yield: 65%.

Workup

  1. temperatureThe solution is refluxed for 2 hours
  2. extractionThe resulting mixture is extracted with ethyl acetate (3×150 ml)
  3. dry with materialdried over sodium sulphate
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-ee474786d213436bad2a597e9485f88f
Source dataset
uspto-grants-2000_06
Patent number
US06071947

Reaction notes

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