Tetrahydrofuran → 3-(5-Amino-1,3,4-oxadiazol-2-yl)pentan-3-ol

HRID 1988199Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1988199
[CH2:1]([Mg]Br)[CH3:2].[NH2:5][C:6]1[O:10][C:9]([C:11]([O:13]CC)=O)=[N:8][N:7]=1.[CH2:16]1COC[CH2:17]1>>[NH2:5][C:6]1[O:10][C:9]([C:11]([OH:13])([CH2:1][CH3:2])[CH2:16][CH3:17])=[N:8][N:7]=1

Komponenten

4

Edukt 3

HCID 8028Tetrahydrofuran2×HCID 2756523Ethyl 5-amino-1,3,4-oxadiazole-2-carboxylateHCID 178418443HCID 178418443, Verbindung

Produkt 1

HCID 574378393-(5-Amino-1,3,4-oxadiazol-2-yl)pentan-3-ol

Versuchsvorschrift

To a solution of ethyl magnesium bromide (200 mmol) in 300 mL of THF at 0° C. was added a suspension of ethyl 5-amino-1,3,4-oxadiazol-2-carboxylate (8.00 g, 50.9 mmol; Chemical Abstract, 1966, 64, 3558a) in THF. The reaction mixture was brought to rt and 30 min later quenched with NH4Cl. After extraction with EtOAc and drying over MgSO4, the solvent was removed. The crude product thus obtained was triturated, filtered and dried to yield the title compound.

Aufarbeitung

  1. customlater quenched with NH4Cl
  2. extractionAfter extraction with EtOAc
  3. dry with materialdrying over MgSO4
  4. customthe solvent was removed
  5. customThe crude product thus obtained
  6. customwas triturated
  7. filtrationfiltered
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-a93b1789eefe4102a66dfa592b1475df
Quelldatensatz
uspto-grants-2009_06
Patentnummer
US07553973B2

Notizen zur Reaktion

Wird geladen…