Benzoyl chloride → N-(1-Ethoxycyclopropyl)benzenecarboximidic acid

HRID 616976Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 616976
C(N(CC)CC)C.[Cl-].[CH2:9]([O:11][C:12]1([NH3+:15])[CH2:14][CH2:13]1)[CH3:10].[C:16](Cl)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>O1CCCC1>[CH2:9]([O:11][C:12]1([NH:15][C:16](=[O:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:14][CH2:13]1)[CH3:10]

Komponenten

5

Edukt 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 20367034HCID 20367034, Verbindung

Produkt 1

HCID 125108N-(1-Ethoxycyclopropyl)benzenecarboximidic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Triethylamine (2.5 g, 25 mmol) is added dropwise at 0° to a solution of 1-ethoxycyclopropylammonium chloride (1.25 g, 9.15 mmol) and benzoyl chloride (1.4 g, 10 mmol) in dry tetrahydrofuran (20 ml). The precipitate is filtered off and the filtrate is evaporated in vacuo yielding a crystalline residue. Sublimation following by recrystallisation from cyclohexane gives N-(1-ethoxycyclopropyl)-benzamide, mp 108°-109° (0.95 g, 51%); NMR (60 MHz): δCDCl 3 = 0.90-1.38 (m, 4H), 1.16 (t, J=7 Hz, 3H), 3.77 (q, J=7 Hz, 2H), 7.0-8.0 (1 m and 1 br. s, total 6H).

Aufarbeitung

  1. filtrationThe precipitate is filtered off
  2. customthe filtrate is evaporated in vacuo
  3. customyielding a crystalline residue
  4. customSublimation following by recrystallisation from cyclohexane

Quellen und Nachweise

ORD-Eintrag
ord-c5bff4d1c3994bdab4a91ce598ed6d0d
Quelldatensatz
uspto-grants-1978_02
Patentnummer
US04076840

Notizen zur Reaktion

Wird geladen…