Triethylamine → N-[(4-bromophenyl)methyl]-1-pyrrolidinecarboxamide

HRID 230635

Reaktionsgleichung

Reaktionsgleichung von HRID 230635
[Br:1][C:2]1[CH:11]=[CH:10][C:5]([CH2:6][N:7]=[C:8]=[O:9])=[CH:4][CH:3]=1.[CH2:12]([N:14](CC)[CH2:15][CH3:16])[CH3:13].N1CCCC1>C(#N)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][NH:7][C:8]([N:14]2[CH2:15][CH2:16][CH2:13][CH2:12]2)=[O:9])=[CH:10][CH:11]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31268PyrrolidineHCID 43746174-Bromobenzyl isocyanate

Produkt 1

HCID 57762826N-[(4-bromophenyl)methyl]-1-pyrrolidinecarboxamideAusbeute 99,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A solution of 4-bromobenzylisocyanate (408 mg, 1.92 mmol) in acetonitrile (15 ml) was treated with triethylamine (390 mg, 3.86 mmol) followed by pyrrolidine (137 mg, 1.93 mmol) at room temperature with stirring under argon. The reaction was stirred at 20° C. for 30 minutes and then partitioned between ethyl acetate (10 ml) and water (20 ml). The organic layer was dried over sodium sulphate and evaporated under reduced pressure to give the title compound as a colourless solid (542 mg, 99%).

Aufarbeitung

  1. stirringThe reaction was stirred at 20° C. for 30 minutes
  2. custompartitioned between ethyl acetate (10 ml) and water (20 ml)
  3. dry with materialThe organic layer was dried over sodium sulphate
  4. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f443a1ad5c914714b68e4eed5bc82f15
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07566735B2

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