Acetic Acid → HCID 178451657, Verbindung

HRID 1713111Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1713111
C[O-].[Na+].[CH:4]([NH2:6])=[NH:5].O=[C:8]1[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][CH2:10][CH:9]1[C:22](OC)=[O:23].C(O)(=O)C>CO>[OH:23][C:22]1[C:9]2[CH2:10][CH2:11][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:13][CH2:14][C:8]=2[N:6]=[CH:4][N:5]=1

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 68047FormamidineHCID 10942334Sodium MethoxideHCID 57479414HCID 57479414, Verbindung

Produkt 1

HCID 178451657HCID 178451657, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

A solution of NaOMe in MeOH (13.6 mL, 25% in MeOH, 59.5 mmol) is added to a stirred solution of formamidine (2.2 g, 21 mmol) in MeOH (50 ml) at rt. The mixture is stirred for 15 min. 1-tert-Butyl 4-methyl 5-oxoazepane-1,4-dicarboxylate (5 g, 7.5 mmol) is added and the mixture is stirred at rt overnight. Acetic acid (2.33 g, 38.5 mmol) is added and the solvent is removed in vacuo. Water (30 ml) is added to the residue and the solution is extracted with DCM (3×30 ml). The combined extracts are washed with brine (40 ml), dried (Na2SO4) and evaporated, to provide a yellow solid that is used in the next step without further purification.

Aufarbeitung

  1. stirringthe mixture is stirred at rt overnight
  2. customthe solvent is removed in vacuo
  3. additionWater (30 ml) is added to the residue
  4. extractionthe solution is extracted with DCM (3×30 ml)
  5. washThe combined extracts are washed with brine (40 ml)
  6. dry with materialdried (Na2SO4)
  7. customevaporated
  8. customto provide a yellow solid that
  9. customis used in the next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-bbf2991210f548aa9c16d95d154514df
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07795262B2

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