Triethylamine → methyl 4-[N-[2-(3-cyanophenoxy)ethyl)carbamoyl]benzoate

HRID 747662Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 747662
Br.[NH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[C:9]#[N:10].C(N(CC)CC)C.[Cl-].[C:22]([O:33][CH3:34])(=[O:32])[C:23]1[CH:31]=[CH:30][C:26]([C:27]([O-])=[O:28])=[CH:25][CH:24]=1>CN(C)C=O.Cl>[C:9]([C:8]1[CH:7]=[C:6]([CH:13]=[CH:12][CH:11]=1)[O:5][CH2:4][CH2:3][NH:2][C:27]([C:26]1[CH:30]=[CH:31][C:23]([C:22]([O:33][CH3:34])=[O:32])=[CH:24][CH:25]=1)=[O:28])#[N:10]

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 177887733-(2-Aminoethoxy)benzonitrile hydrobromideHCID 22493623Monomethyl terephthalate chloride

Produkt 1

HCID 68830761methyl 4-[N-[2-(3-cyanophenoxy)ethyl)carbamoyl]benzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

1.50 g (6.2 mmol) of 3-(2-aminoethoxy)benzonitrile hydrobromide and 3 ml of triethylamine were stirred in 15 ml of dimethylformamide under cooling with ice. 1.23 g (6.2 mmol) of monomethyl terephthalate chloride was slowly added thereto, and they were stirred for 3 hours. The temperature was elevated to the room temperature, and the reaction liquid was diluted with 1 N hydrochloric acid. After the extraction with ethyl acetate, the organic layer was washed with a saturated aqueous sodium hydrogencarbonate solution and then with saturated aqueous NaCl solution, and then dried over anhydrous magnesium sulfate. The solvent was evaporated to obtain the title compound.

Aufarbeitung

  1. temperatureunder cooling with ice
  2. customwas elevated to the room temperature
  3. customthe reaction liquid
  4. extractionAfter the extraction with ethyl acetate
  5. washthe organic layer was washed with a saturated aqueous sodium hydrogencarbonate solution
  6. dry with materialwith saturated aqueous NaCl solution, and then dried over anhydrous magnesium sulfate
  7. customThe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-5ebf417277be4a51b4f7be0c7c0f2d75
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07396844B1

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