Acetone → HCID 68815972, Verbindung

HRID 734322Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 734322
[CH:1]([N:4]1[CH2:10][CH2:9][CH2:8][N:7]([C:11]([CH:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)=[O:12])[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[CH3:19][C:20]([CH3:22])=[O:21].[C:23](O[BH-](OC(=O)C)OC(=O)C)(=[O:25])C.[Na+].[CH2:37](Cl)Cl>>[CH:1]([N:4]1[CH2:10][CH2:9][CH2:8][N:7]([C:11]([CH:13]2[CH2:14][CH2:15][N:16]([C:23]([O:21][C:20]([CH3:37])([CH3:22])[CH3:19])=[O:25])[CH2:17][CH2:18]2)=[O:12])[CH2:6][CH2:5]1)([CH3:3])[CH3:2]

Komponenten

5

Edukt 4

HCID 180AcetoneHCID 6344DichloromethaneHCID 5049666Sodium triacetoxyborohydrideHCID 11550595AG-H-20408

Produkt 1

HCID 68815972HCID 68815972, Verbindung

Versuchsvorschrift

The product of D8, Step 2 (2.0 g) was dissolved in DCM (50 ml) and acetone (0.94 ml) added and the mixture stirred for 5 min. Sodium triacetoxyborohydride (2.7 g) was then added and the reaction stirred at rt for 1.5 h. The reaction mixture was then washed with saturated potassium carbonate solution (50 ml), sodium hydrogen carbonate solution (3×50 ml) and brine (50 ml). The organic layer was dried (MgSO4) and evaporated to give the subtitled compound as a white solid (1.50 g).

Aufarbeitung

  1. stirringthe reaction stirred at rt for 1.5 h
  2. washThe reaction mixture was then washed with saturated potassium carbonate solution (50 ml), sodium hydrogen carbonate solution (3×50 ml) and brine (50 ml)
  3. dry with materialThe organic layer was dried (MgSO4)
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-4355d4a6639e41e09905cb4ab546c64d
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07592347B2

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