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

HRID 3071
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 3071
[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]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

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-89e65a3dba8b4753baf97d14535ec204
Quelldatensatz
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05733648

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