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Acetyl chloride → N-Allyl-N-(2,2-dimethoxyethyl)acetamide

HRID 2081930
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2081930
[CH2:1]([NH:4][CH2:5][CH:6]([O:9][CH3:10])[O:7][CH3:8])[CH:2]=[CH2:3].[OH-].[Na+].[C:13](Cl)(=[O:15])[CH3:14]>C1(C)C=CC=CC=1>[CH2:1]([N:4]([CH2:5][CH:6]([O:9][CH3:10])[O:7][CH3:8])[C:13](=[O:15])[CH3:14])[CH:2]=[CH2:3]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 6367Acetyl chlorideHCID 14798Sodium HydroxideHCID 13334742N-(2,2-Dimethoxyethyl)prop-2-en-1-amine

Produkt 1

HCID 45120254N-Allyl-N-(2,2-dimethoxyethyl)acetamideAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

N-allyl-N-dimethoxyethyl amine (30% aqueous, 48.3 grams, 0.10 mole) was added to a glass reaction vessel fitted with a mechanical agitator. The agitator was started and sodium hydroxide (4.44 grams, 0.11 mole) was dissolved in the aqueous amine. Toluene (50 grams) was added and the mixture cooled to 0° to 5° C. Acetyl chloride (8.24 grams, 0.105 mole) was added over 10 minutes while maintaining the temperature below 5° C. The reaction mixture was stirred for 30 minutes at 5° C., agitation was stopped, and the mixture allowed to phase separate. The aqueous layer was discarded. Toluene was removed from the organic layer by rotary evaporation and 14.8 grams (0.08 mole) of N-allyl-N-dimethoxyethyl acetamide was isolated as confirmed by NMR.

Aufarbeitung

  1. customfitted with a mechanical agitator
  2. temperaturethe mixture cooled to 0° to 5° C
  3. temperaturewhile maintaining the temperature below 5° C
  4. customseparate
  5. customToluene was removed from the organic layer by rotary evaporation

Quellen und Nachweise

ORD-Eintrag
ord-25985450c4884b2db00c4f9e7e00e609
Quelldatensatz
uspto-grants-1993_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05187006

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