[256] Chemical synthesis of N-Acetyl-1,4-diamiho-butane, N1-Acetylpermidine, and N8-Acetyl-spermidine

作者: Herbert Tabor , Celia White Tabor , Leopold de Meis

DOI: 10.1016/0076-6879(71)17147-9

关键词: ButaneChromatographyChemical synthesisSteam BathNitrileHydrochlorideEthanolAcrylonitrileChemistryAcetic acid

摘要: Publisher Summary This chapter discusses the chemical synthesis of N-Acetyl-l,4-diaminobutane, N-Acetylspermidine, and N-Acetylspermidine. Monoacetyl-l,4-diaminobutane hydrochloride (53.1 g, 320 mmoles) is dissolved in 400 ml absolute ethanol, treated at room temperature with 66.5 4.8 N NaOH 22.8 (340 technical acrylonitrile. The mixture stirred for 18 hours, then heated on steam bath 1 hour. After cooling pH adjusted to approximately 3 6 HCI, solution evaporated dryness a vacuum. residue extracted three times 400-ml portions hot ethanol. filtrates are concentrated, cooled -10 °, crystals nitrile (as hydrochloride) collected. material recrystallized from ethanol; yield, 45 g (0.21 mole); m.p. 140-142 ° (capillary); literature m.p., 143-144 °. pooled fractions Dowex vacuo completely remove acetic acid present.

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