Ammonia → N-BENZYLIDENE-2-PROPYNYLAMINE

HRID 1292540Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1292540
CS(O[CH2:6][C:7]#[CH:8])(=O)=O.[CH:9](=O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[NH3:17]>C1(C)C=CC=CC=1>[CH:9](=[N:17][CH2:6][C:7]#[CH:8])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Komponenten

5

Edukt 3

HCID 222AmmoniaHCID 240BenzaldehydeHCID 305925propargyl mesylate

Produkt 1

HCID 4172560N-BENZYLIDENE-2-PROPYNYLAMINEAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

Propargyl methanesulfonate (46.8 g, 0.35 mol) and benzaldehyde (47.0 g, 0.44 mol) were dissolved in 148 g of toluene and an aqueous 28% ammonia solution (180 g, 2.96 mol) was added dropwise at 24° C. over 7.5 hours to the solution, followed by stirring at the same temperature for 15 hours. After separating, the resultant organic phase was washed with water and concentrated to obtain 56.5 g of a crude product containing 40.0 g (yield: 80%) of N-benzylidene-2-propynylamine. The resulting crude product was distilled to obtain 34.9 g (purity: 97%, boiling point: 80°-83° C./2.5 mmHg) of N-benzylidene-2-propylamine.

Aufarbeitung

  1. customAfter separating
  2. washthe resultant organic phase was washed with water
  3. concentrationconcentrated
  4. customto obtain 56.5 g of a crude product

Quellen und Nachweise

ORD-Eintrag
ord-a2f1271f7bb146ddb009283fd45d65be
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05756769

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