Reaktion #3167

ord-89e65a3dba8b4753baf97d14535ec204

Reaktionsgleichung

CNCCO
2-(methylamino)ethanol
O=C(Cl)c1ccco1
furoyl chloride
CN(CCO)C(=O)c1ccco1
N-(2-hydroxyethyl)-N-methylfuranamide
Ausbeute 57.6%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeA one liter, three necked flask was equipped with overhead stirrer
  2. 2
    TemperaturThe reaction flask was cooled with an ice bath
  3. 3
    WaschenThe dichloromethane was washed with NaCl(aq.)
  4. 4
    ExtraktionNext, the NaCl(aq.) layer was extracted with dichloromethane
  5. 5
    Trocknendried over MgSO4
  6. 6
    SonstigeThe dichloromethane was removed with a rotoevaporator

Vorschrift

A one liter, three necked flask was equipped with overhead stirrer, nitrogen atmosphere and an addition funnel. The flask was charged with 115 g of 2-(methylamino)ethanol (1.53 mol.) and 500 ml of dichloromethane. The reaction flask was cooled with an ice bath. Next, 100 g of furoyl chloride (0.77 mol.) was slowly added via the addition funnel over 2.5 hours. The dichloromethane was washed with NaCl(aq.). Next, the NaCl(aq.) layer was extracted with dichloromethane and the two dichloromethane layers were combined and dried over MgSO4. The dichloromethane was removed with a rotoevaporator to yield 75 g (44%) of N-(2-hydroxyethyl)-N-methylfuranamide.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05733648uspto-grants-1998_03