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Hydrochloric Acid → HCID 11755176, Verbindung

HRID 2246408
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2246408
[CH3:1][O:2][C:3](=[O:8])[CH2:4][C:5]([CH3:7])=O.[CH3:9][O:10][C:11]1[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[C:12]=1[CH:13]=O.[NH2:34][C:35]([NH2:37])=[O:36].Cl>O1CCCC1>[CH3:1][O:2][C:3]([C:4]1[CH:13]([C:12]2[C:15]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[CH:16][CH:17]=[CH:18][C:11]=2[O:10][CH3:9])[NH:34][C:35](=[O:36])[NH:37][C:5]=1[CH3:7])=[O:8]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 1176UreaHCID 7757Methyl acetoacetateHCID 85902263HCID 85902263, Verbindung

Produkt 1

HCID 11755176HCID 11755176, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of methylacetoacetate (1.2 g, 8.5 mmol), 2-methoxy-6-pentadecyl benzaldehyde (3.1 g, 8.5 mmol) and urea (1.00 g, 17 mmol) in tetrahydrofuran (20 mL) was heated to reflux (65-70° C.) in the presence of hydrochloric acid (30%) for 7 h. The reaction mixture after being cooled to room temperature was poured into crushed ice (20 g) and stirred for 5 min. The viscous liquid was extracted with ethylacetate (40 mL) and was washed with 1N hydrochloric acid, water, sodium bicarbonate and brine. After drying over anhydrous sodium sulfate, the solvent was evaporated to yield light yellow oil. This crude product was purified by flash column chromatography and recrystallized from hexane to get white crystalline solid of title compound.

Aufarbeitung

  1. additionwas poured
  2. extractionThe viscous liquid was extracted with ethylacetate (40 mL)
  3. washwas washed with 1N hydrochloric acid, water, sodium bicarbonate and brine
  4. dry with materialAfter drying over anhydrous sodium sulfate
  5. customthe solvent was evaporated
  6. customto yield light yellow oil
  7. customThis crude product was purified by flash column chromatography
  8. customrecrystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-9541122df38e43c3b7b8d5de5f84096f
Quelldatensatz
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07687511B2

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