Diisobutylaluminumhydride → HCID 83478954, Verbindung

HRID 931113Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 931113
[CH:1]1([C:4]2[O:5][CH:6]=[C:7]([C:9](N(OC)C)=[O:10])[N:8]=2)[CH2:3][CH2:2]1.[H-].C([Al+]CC(C)C)C(C)C>ClCCl>[CH:1]1([C:4]2[O:5][CH:6]=[C:7]([CH:9]=[O:10])[N:8]=2)[CH2:3][CH2:2]1

Komponenten

4

Edukt 2

HCID 21225700DiisobutylaluminumhydrideHCID 89853822HCID 89853822, Verbindung

Produkt 1

HCID 83478954HCID 83478954, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
-78 °C

Versuchsvorschrift

To a solution of 2-cyclopropyl-N-methoxy-N-methyloxazole-4-carboxamide (0.102 g, 0.52 mmol) in dry dichloromethane (15 mL) was added diisobutylaluminum hydride (1M in toluene) (1.04 ml, 1.04 mmol) at −78° C. The reaction mixture was stirred at −78° C. for 45 minutes. The reaction mixture was quenched with aqueous sodium hydroxide (2M) and extracted with ethyl acetate. The organic layer was dried over sodium sulfate and concentrated under reduced pressure to afford 2-cyclopropyloxazole-4-carbaldehyde which was used without further purification. (65 mg) MS (API-ES+) (M+H) 138.2.

Aufarbeitung

  1. customThe reaction mixture was quenched with aqueous sodium hydroxide (2M)
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-41972a94cafa4f8aa30b1f911f31ce02
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09296745B2

Notizen zur Reaktion

Wird geladen…