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Ethanol → Diethyl 2-acetylamino-2-(3,4-diethyl-benzyl)-malonate

HRID 1795050
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1795050
[Na].CCO.[C:5]([NH:8][CH:9]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:10]([O:12][CH2:13][CH3:14])=[O:11])(=[O:7])[CH3:6].Br[CH2:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][CH3:29])=[C:24]([CH2:30][CH3:31])[CH:23]=1>O1CCOCC1>[C:5]([NH:8][C:9]([CH2:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][CH3:29])=[C:24]([CH2:30][CH3:31])[CH:23]=1)([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:10]([O:12][CH2:13][CH3:14])=[O:11])(=[O:7])[CH3:6]
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Komponenten

6

Edukt 4

HCID 702EthanolHCID 14041Acetamidomalonic acid diethyl esterHCID 5360545Sodium2×HCID 153948524-(Bromomethyl)-1,2-diethylbenzene

Produkt 1

HCID 22184624Diethyl 2-acetylamino-2-(3,4-diethyl-benzyl)-malonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31275
1,4-Dioxane
Lösungsmittel
2×

Versuchsvorschrift

Under a nitrogen atmosphere 8.14 g (354 mmol) of sodium was added in batches to 200 mL abs. EtOH and stirred until fully dissolved. 76.9 g (354 mmol) diethyl 2-acetylaminomalonate was then added to this solution, whereupon the sodium salt formed was precipitated. After the addition of 150 mL 1,4-dioxane a solution of 80 g (352 mmol) of 4-bromomethyl-1,2-diethyl-benzene in 500 mL of 1,4-dioxane was added dropwise to this suspension. The reaction solution was kept at 50° C. for 2 hours and then stirred for 16 hours at RT. The solvent was distilled off i. vac., the oily residue was combined with water, while the product was obtained in the form of white crystals. These were suction filtered, washed with water and reacted without any further purification.

Aufarbeitung

  1. dissolutionuntil fully dissolved
  2. customformed
  3. customwas precipitated
  4. additionwas added dropwise to this suspension
  5. distillationThe solvent was distilled off i
  6. customwas obtained in the form of white crystals
  7. washThese were suction filtered, washed with water
  8. customreacted without any further purification

Quellen und Nachweise

ORD-Eintrag
ord-85c3bad978cd41068f67d5e1465efb88
Quelldatensatz
uspto-grants-2006_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07026312B2

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