Reaktion #492029

Reaktionsgleichung

ethyl 5-benzyl-2-(2,5-difluorophenyl)oxazole-4-carboxylate

LiBH4

→

(5-benzyl-2-(2,5-difluorophenyl)oxazol-4-yl)methanol

Ausbeute 88.8%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeat room temperature
2. 2
   SonstigeAfter quenched with water
3. 3
   Extraktionthe reaction mixture was extracted with EtOAc
4. 4
   WaschenThe organic layers was washed with saturated NaHCO3 solution and brine
5. 5
   Trocknendried over anhydrous Na2SO4
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated
8. 8
   SonstigeThe crude product was purified by automatic column chromatography (0 to 100% EtOAc in Hexanes)

Vorschrift

To a solution of ethyl 5-benzyl-2-(2,5-difluorophenyl)oxazole-4-carboxylate (590 mg, 1.72 mmol) in THF (8.6 mL) was slowly added LiBH4 (56.2 mg, 2.58 mmol) at room temperature. The reaction mixture was stirred for overnight. After quenched with water, the reaction mixture was extracted with EtOAc. The organic layers was washed with saturated NaHCO3 solution and brine, dried over anhydrous Na2SO4, filtered, and concentrated. The crude product was purified by automatic column chromatography (0 to 100% EtOAc in Hexanes) to yield (5-benzyl-2-(2,5-difluorophenyl)oxazol-4-yl)methanol (460 mg, 88%) as a white solid. LC/MS (uplc): MH+ 302.2, 0.92 min.

Quelle