Pyrrolidine → 4-(Pyrrolidin-1-yl)furan-2(5H)-one

HRID 383480

Reaction equation

HRID 383480 reaction equation
C[CH:2]1[C:7](=[O:8])[O:6][CH2:5][C:3]1=O.[NH:9]1[CH2:13][CH2:12][CH2:11][CH2:10]1>CCO>[N:9]1([C:3]2[CH2:5][O:6][C:7](=[O:8])[CH:2]=2)[CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 544553(+-)-3-Methyl-2,4(3H,5H)-furandione

Product 1

HCID 134024544-(Pyrrolidin-1-yl)furan-2(5H)-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of methyl tetronate (2.0 g, 17.5 mmol) and pyrrolidine (4.0 mL, 48 mmol) in EtOH (20 mL) was heated at reflux for 2 hours. The mixture was cooled to room temperature, and evaporated to dryness. The resulting solid was recrystallized with benzene/hexanes to give 4-pyrrolidin-1-ylfuran-2(5H)-one as white crystals. Yield: 2.60 g, 96%.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 hours
  3. customevaporated to dryness
  4. customThe resulting solid was recrystallized with benzene/hexanes

Sources & evidence

ORD record
ord-20c3bfe06a3b48b09533e9b3e1c3aee9
Source dataset
uspto-grants-2013_02
Patent number
US08367664B2

Linked notes

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