2-(Methylamino)ethanol → N-(2-hydroxyethyl)-N-methylfuranamide

HRID 1079290

Reaktionsgleichung

Reaktionsgleichung von HRID 1079290
[CH3:1][NH:2][CH2:3][CH2:4][OH:5].[O:6]1[CH:10]=[CH:9][CH:8]=[C:7]1[C:11](Cl)=[O:12]>ClCCl>[OH:5][CH2:4][CH2:3][N:2]([CH3:1])[C:11]([C:7]1[O:6][CH:10]=[CH:9][CH:8]=1)=[O:12]

Komponenten

4

Edukt 2

HCID 80162-(Methylamino)ethanolHCID 682422-Furancarbonyl chloride

Produkt 1

HCID 15134402N-(2-hydroxyethyl)-N-methylfuranamideAusbeute 57,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. customA one liter, three necked flask was equipped with overhead stirrer
  2. temperatureThe reaction flask was cooled with an ice bath
  3. washThe dichloromethane was washed with NaCl(aq.)
  4. extractionNext, the NaCl(aq.) layer was extracted with dichloromethane
  5. dry with materialdried over MgSO4
  6. customThe dichloromethane was removed with a rotoevaporator

Quellen und Nachweise

ORD-Eintrag
ord-8f88d73a3f4447a087445e19ee915977
Quelldatensatz
uspto-grants-1996_12
Patentnummer
US05580647

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