Benzaldehyde → HCID 19600250, Verbindung

HRID 611239Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 611239
[O:1]1[CH:5]=[CH:4][C:3]([CH2:6][CH2:7][NH2:8])=[CH:2]1.[CH:9](=O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[BH4-].[Na+].[OH-].[Na+]>CO>[CH2:9]([NH:8][CH2:7][CH2:6][C:3]1[CH:4]=[CH:5][O:1][CH:2]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Komponenten

6

Edukt 4

HCID 240BenzaldehydeHCID 14798Sodium HydroxideHCID 4311764Sodium borohydrideHCID 157218442-(Furan-3-yl)ethan-1-amine

Produkt 1

HCID 19600250HCID 19600250, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of the above crude 2-(3-furyl)ethylamine and 4.24 g (39.9 mmol) of benzaldehyde in 50 ml of methanol was stirred at room temperature for 0.5 hours. The reaction mixture was cooled with ice-water; 1.89 g (49.9 mmol) of sodium borohydride was added portionwise followed by stirring at room temperature for 1 hour. The reaction mixture was poured into aqueous sodium hydroxide and extracted with dichloromethane 3 times. The combined organic layer was dried over anhydrous magnesium sulfate; the solvent was distilled off under reduced pressure. The resulting crude product was purified by silica gel column chromatography (hexane/ethyl acetate=1/1 to ethyl acetate) to yield the desired product.

Aufarbeitung

  1. extractionextracted with dichloromethane 3 times
  2. dry with materialThe combined organic layer was dried over anhydrous magnesium sulfate
  3. distillationthe solvent was distilled off under reduced pressure
  4. customThe resulting crude product was purified by silica gel column chromatography (hexane/ethyl acetate=1/1 to ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-0d21e052c5ee4b5aac518ab9b0c1f518
Quelldatensatz
uspto-grants-1999_12
Patentnummer
US05998433

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