Acetic Acid → Methyl furan-2-carboximidate

HRID 327131

Reaction equation

HRID 327131 reaction equation
[C:1]([C:3]1[O:4][CH:5]=[CH:6][CH:7]=1)#[N:2].C[O-].[Na+].[C:11](O)(=[O:13])C>CO>[O:4]1[CH:5]=[CH:6][CH:7]=[C:3]1[C:1](=[NH:2])[O:13][CH3:11]

Participants

5

Procedure

2-Cyanofuran (4.50 g, 48.3 mmol) was dissolved in methanol (25 ml), and sodium methoxide (130 mg, 2.4 mmol) was added under ice-cooling. The mixture was stirred while the temperature is slowly raised up to room temperature for 2 hours. After the reaction was completed, acetic acid (0.16 g, 2.6 mmol) was added to neutralize the reaction solution, and the solution was concentrated under reduced pressure. Diethyl ether (100 ml) was added to the concentrated residue, and insolubles were removed by filtration The filtrate was concentrated under reduced pressure to give the crude product of methyl 2-furancarboximidate (6.0 g) as a pale yellow oil.

Workup

  1. temperaturecooling
  2. concentrationthe solution was concentrated under reduced pressure
  3. additionDiethyl ether (100 ml) was added to the concentrated residue, and insolubles
  4. customwere removed by filtration The filtrate
  5. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-9c806235fd5c46b2ac9b7b989cd20b7f
Source dataset
uspto-grants-1993_12
Patent number
US05272164

Linked notes

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