Benzyl Bromide → N-Benzyl-N-[3-(1H-imidazol-1-yl)propyl]benzamide

HRID 1589187Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1589187
[N:1]1([CH2:6][CH2:7][CH2:8][NH:9][C:10](=[O:17])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[H-].[Na+].[CH2:20](Br)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CN(C)C=O>[CH2:20]([N:9]([CH2:8][CH2:7][CH2:6][N:1]1[CH:5]=[CH:4][N:3]=[CH:2]1)[C:10](=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Komponenten

5

Edukt 3

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 3584880N-[3-(1H-imidazol-1-yl)propyl]benzamide

Produkt 1

HCID 20248337N-Benzyl-N-[3-(1H-imidazol-1-yl)propyl]benzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 4.58 g. of N-[3-(1H-imidazol-1-yl)propyl]benzamide, 40 ml. of dimethylformamide, and 0.96 g. of 50% sodium hydride in oil was stirred for 2 hours and 2.62 g. of benzyl bromide was added. The mixture was stirred for 24 hours, concentrated to remove the dimethyl formamide, diluted with water and methylene chloride, and the layers separated. The organic layer was washed with water, dried over magnesium sulfate, and concentrated. The oil was twice washed with hexane and again concentrated. The desired product was obtained as an oil.

Aufarbeitung

  1. additionA mixture of 4.58 g
  2. concentrationconcentrated
  3. customto remove the dimethyl formamide
  4. additiondiluted with water and methylene chloride
  5. customthe layers separated
  6. washThe organic layer was washed with water
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated
  9. washThe oil was twice washed with hexane
  10. concentrationagain concentrated

Quellen und Nachweise

ORD-Eintrag
ord-305cdc4c88134a4bb37b46b9121669d9
Quelldatensatz
uspto-grants-1986_02
Patentnummer
US04568687

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