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Chloroacetyl chloride → N-alpha-chloroacetyl-N-(1,3-dioxepan-2-ylmethyl)-2,6-diethylaniline

HRID 1578918
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1578918
[O:1]1[CH2:7][CH2:6][CH2:5][CH2:4][O:3][CH:2]1[CH2:8][NH:9][C:10]1[C:15]([CH2:16][CH3:17])=[CH:14][CH:13]=[CH:12][C:11]=1[CH2:18][CH3:19].C(=O)(O)[O-].[Na+].O1CCOCC1.[Cl:31][CH2:32][C:33](Cl)=[O:34]>CCOCC.O>[Cl:31][CH2:32][C:33]([N:9]([CH2:8][CH:2]1[O:3][CH2:4][CH2:5][CH2:6][CH2:7][O:1]1)[C:10]1[C:15]([CH2:16][CH3:17])=[CH:14][CH:13]=[CH:12][C:11]=1[CH2:18][CH3:19])=[O:34]
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Komponenten

7

Edukt 4

HCID 6577Chloroacetyl chlorideHCID 312751,4-DioxaneHCID 516892Sodium BicarbonateHCID 21548999N-(1,3-dioxepan-2-ylmethyl)-2,6-diethylaniline

Produkt 1

HCID 21403978N-alpha-chloroacetyl-N-(1,3-dioxepan-2-ylmethyl)-2,6-diethylaniline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962
Water
Lösungsmittel
HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

N-(1,3-dioxepan-2-ylmethyl)-2,6-diethylaniline (26.3 grams), sodium bicarbonate (15 grams), dioxane (30 ml) and water (4 ml) are charged into a glass reaction vessel equipped with a mechanical stirrer and thermometer. The mixture is cooled to a temperature of about 0°C and chloroacetyl chloride (15 grams) is added, with stirring, over a period of about 15 minutes. After the addition is completed stirring is continued for a period of about 1 hour. After this time ether (100 ml) is added to the mixture and the resulting solution is washed with water. The washed solution is then dried over anhydrous magnesium sulfate and stripped of solvents leaving a solid residue. The residue is recrystallized to yield the desired product N-α-chloroacetyl-N-(1,3-dioxepan-2-ylmethyl)-2,6-diethylaniline.

Aufarbeitung

  1. customequipped with a mechanical stirrer
  2. additionis added
  3. additionAfter the addition
  4. stirringis completed stirring
  5. waitis continued for a period of about 1 hour
  6. washthe resulting solution is washed with water
  7. dry with materialThe washed solution is then dried over anhydrous magnesium sulfate
  8. customleaving a solid residue
  9. customThe residue is recrystallized

Quellen und Nachweise

ORD-Eintrag
ord-1239cfb74c464bd5915ca3f8b5610111
Quelldatensatz
uspto-grants-1976_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US03940259

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