Dimethylformamide → N-Carbobenzyloxymethylimidazoline

HRID 1605851

Reaktionsgleichung

Reaktionsgleichung von HRID 1605851
[NH:1]1[CH2:5][CH2:4][N:3]=[CH:2]1.CN(C)C=O.Br[CH2:12][C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14]>O>[C:13]([CH2:12][N:3]1[CH2:4][CH2:5][N:1]=[CH:2]1)([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14]

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 62576Benzyl bromoacetateHCID 681562-Imidazoline

Produkt 1

HCID 20369282N-Carbobenzyloxymethylimidazoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 14.0 g. (0.2 mole) of imidazoline in 150 ml. of dry dimethylformamide is added dropwise with cooling 22.9 g. (0.1 mole) of benzyl bromoacetate. When the addition is complete, the reaction is warmed to 50°-60° C. for several hours, and is then cooled and diluted with water (250 ml.). The product is extracted with diethyl ether, and the extracts are combined and washed several times with a saturated brine solution. The ether phase is dried over sodium sulfate and concentrated to an oil, which is used in the next reaction without purification.

Aufarbeitung

  1. temperaturewith cooling 22.9 g
  2. additionWhen the addition
  3. temperaturethe reaction is warmed to 50°-60° C. for several hours
  4. temperatureis then cooled
  5. extractionThe product is extracted with diethyl ether
  6. washwashed several times with a saturated brine solution
  7. dry with materialThe ether phase is dried over sodium sulfate
  8. concentrationconcentrated to an oil, which
  9. customis used in the next reaction without purification

Quellen und Nachweise

ORD-Eintrag
ord-0c00c646f09e4937a3ba3990e96e7f8a
Quelldatensatz
uspto-grants-1976_04
Patentnummer
US03951952

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