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Hydrochloric Acid → 4-[4-(3-cyanophenoxy)butyryl]-N,N-dimethylbenzamide

HRID 747713
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 747713
[C:1]([C:3]1[CH:4]=[C:5]([CH:21]=[CH:22][CH:23]=1)[O:6][CH2:7][CH2:8][CH2:9][C:10]([C:12]1[CH:20]=[CH:19][C:15]([C:16](O)=[O:17])=[CH:14][CH:13]=1)=[O:11])#[N:2].Cl.[CH3:25][N:26](C)[CH2:27]CCN=C=NCC.ON1C2C=CC=CC=2N=N1.CNC.Cl>CN(C)C=O>[C:1]([C:3]1[CH:4]=[C:5]([CH:21]=[CH:22][CH:23]=1)[O:6][CH2:7][CH2:8][CH2:9][C:10]([C:12]1[CH:20]=[CH:19][C:15]([C:16]([N:26]([CH3:27])[CH3:25])=[O:17])=[CH:14][CH:13]=1)=[O:11])#[N:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 674DimethylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 68830789HCID 68830789, Verbindung

Produkt 1

HCID 688360544-[4-(3-cyanophenoxy)butyryl]-N,N-dimethylbenzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

240 mg (0.78 mmol) of 4-[4-(3-cyanophenoxy)butyryl]benzoic acid, 150 mg (0.78 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 121 mg (0.78 mmol) of 1-hydroxybenzotriazole (hydrous, 87%) and 100 mg of 50% aqueous dimethylamine solution were stirred together in 5 ml of dimethylformamide at room temperature overnight. 1 N hydrochloric acid was added to the resultant mixture. After the extraction with dichloromethane, the extract was washed with saturated aqueous sodium hydrogencarbonate solution and then with saturated aqueous NaCl solution, and dried over anhydrous magnesium sulfate. The solvent was evaporated. The residue was purified by the silica gel chromatography with ethyl acetate as the eluent to obtain the title compound.

Aufarbeitung

  1. extractionAfter the extraction with dichloromethane
  2. washthe extract was washed with saturated aqueous sodium hydrogencarbonate solution
  3. dry with materialwith saturated aqueous NaCl solution, and dried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated
  5. customThe residue was purified by the silica gel chromatography with ethyl acetate as the eluent

Quellen und Nachweise

ORD-Eintrag
ord-e412be62f8924e6190145c9372ba73cc
Quelldatensatz
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07396844B1

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