Benzoyl chloride → Ethyl (1E)-N-benzoylethanimidate

HRID 573393

Reaktionsgleichung

Reaktionsgleichung von HRID 573393
Cl.[C:2](=[NH:7])([O:4][CH2:5][CH3:6])[CH3:3].C(N(CC)CC)C.[C:15](Cl)(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C1(C)C=CC=CC=1>[CH2:5]([O:4][C:2](=[N:7][C:15](=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH3:3])[CH3:6]

Komponenten

5

Edukt 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 2724290Ethanimidic acid, ethyl ester, hydrochloride (1:1)

Produkt 1

HCID 13028604Ethyl (1E)-N-benzoylethanimidateAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Versuchsvorschrift

First, 15.5 g of ethyl acetimidate hydrochloride, 150 mL of toluene, and 31.9 g of triethylamine (Et3N) were put into a 500-mL three-neck flask and the mixture was stirred at room temperature for 10 minutes. With a 50-mL dropping funnel, a mixed solution of 17.7 g of benzoyl chloride and 30 mL of toluene was added dropwise to this mixture, and the mixture was stirred at room temperature for 24 hours. After a predetermined time elapsed, the reaction mixture was suction-filtered, and the solid was washed with toluene. The obtained filtrate was concentrated to give N-(1-ethoxyethylidene)benzamide (a red oily substance, 82% yield). A synthesis scheme of Step 1 is shown in (a-1) below.

Aufarbeitung

  1. stirringthe mixture was stirred at room temperature for 24 hours
  2. filtrationthe reaction mixture was suction-filtered
  3. washthe solid was washed with toluene
  4. concentrationThe obtained filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-56200a2194f3426880f43839ae00b65b
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09029558B2

Verknüpfte Notizen

Wird geladen…