Triethylamine → HCID 13772850, Verbindung

HRID 622553Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 622553
[C:1]1([CH:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[N:8]2[CH2:11][CH:10]([C:12]([OH:14])=O)[CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N1C=CN=C1)([N:23]1[CH:27]=[CH:26]N=C1)=O.C(N(CC)CC)C.Cl.C(N)C>C(#N)C>[C:1]1([CH:7]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[N:8]2[CH2:9][CH:10]([C:12]([NH:23][CH2:27][CH3:26])=[O:14])[CH2:11]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 11198Ethylamine hydrochlorideHCID 682631,1'-CarbonyldiimidazoleHCID 27354401-(Diphenylmethyl)azetidine-3-carboxylic acid

Produkt 1

HCID 13772850HCID 13772850, VerbindungAusbeute 114 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a solution of 7.5 g (28 mmole) of 1-(diphenylmethyl)azetidine-3-carboxylic acid in 75 ml of acetonitrile was added 6.0 g (37 mmole) of 1,1'-carbonyldiimidazole. The reaction was heated at 60° C. for two hours and successively treated with 3.1 g (30.8 mmole) of triethylamine and 2.52 g (30.8 mmole) of ethylamine hydrochloride. The reaction was stirred at 60° C. for an additional hour, the solvent evaporated in vacuo and the residue dissolved in chloroform. After washing with water and drying over magnesium sulfate, the chloroform layer was evaporated in vacuo to give 9.4 g of 1-(diphenylmethyl)-N-ethyl-3-azetidinecarboxamide, mp 91°-93° C.

Aufarbeitung

  1. customthe solvent evaporated in vacuo
  2. dissolutionthe residue dissolved in chloroform
  3. washAfter washing with water
  4. dry with materialdrying over magnesium sulfate
  5. customthe chloroform layer was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e4f2edd953a64ea7a6337f59ed20fb8e
Quelldatensatz
uspto-grants-1988_09
Patentnummer
US04771054

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