Triethylamine → HCID 86733531, Verbindung

HRID 893902Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 893902
[CH3:1][O:2][C:3]([CH:5]([N:9]1[CH:12]([S:13][N:14]2[C:18](=[O:19])[CH2:17][CH2:16][C:15]2=[O:20])[CH:11]([NH:21][C:22](=[O:30])[CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:10]1=[O:31])[C:6]([CH3:8])=[CH2:7])=[O:4].C(N(CC)CC)C>O1CCCC1>[CH3:1][O:2][C:3]([C:5]([N:9]1[CH:12]([S:13][N:14]2[C:18](=[O:19])[CH2:17][CH2:16][C:15]2=[O:20])[CH:11]([NH:21][C:22](=[O:30])[CH2:23][C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:10]1=[O:31])=[C:6]([CH3:8])[CH3:7])=[O:4]

Komponenten

4

Edukt 2

HCID 8471TriethylamineHCID 86733532HCID 86733532, Verbindung

Produkt 1

HCID 86733531HCID 86733531, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

A mixture of 2.25 g (5 mmoles) of 1-(1-methoxycarbonyl-2-methylprop-2-enyl)-3-phenylacetamido-4-succinimidothio-azetidin-2-one (prepared as described in Example 2) and 1.4 ml (10 mmoles) of triethylamine in 100 ml of tetrahydrofuran was stirred at 65° C. for 25 minutes. The reaction mixture was evaporated, treated with 25 ml of ethyl acetate and evaporated once more. The residual foam was dissolved in 50 ml of ethyl acetate, treated with charcoal and concentrated to a small volume. The desired product crystallized upon cooling. There was obtained 1-(1-methoxycarbonyl-2-methylpropenyl)-3-phenylacetamido-4-succinimidothio-azetidin-2-one.

Aufarbeitung

  1. customThe reaction mixture was evaporated
  2. additiontreated with 25 ml of ethyl acetate
  3. customevaporated once more
  4. dissolutionThe residual foam was dissolved in 50 ml of ethyl acetate
  5. additiontreated with charcoal
  6. concentrationconcentrated to a small volume
  7. customThe desired product crystallized
  8. temperatureupon cooling

Quellen und Nachweise

ORD-Eintrag
ord-8dac580a1c1042abb1711bdc36ef2bde
Quelldatensatz
uspto-grants-1981_08
Patentnummer
US04282145

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