Reaktion #1937361

Reaktionsgleichung

methanol

ethyl 5-chloro-6-(1,1-difluoroethyl)nicotinate

LiBH4

→

final crude product

Ausbeute 95.1%

(5-chloro-6-(1,1-difluoroethyl)pyridin-3-yl)methanol

Ausbeute 95.1%

Lösungsmittel

Et2O

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was then cooled to 0° C.
2. 2
   Sonstigequenched with HCl (1M) until pH=2 for aqueous layer
3. 3
   SonstigeThe phases were separated
4. 4
   Extraktionthe aqueous layer was extracted with DCM (3×50 mL)
5. 5
   TrocknenThe organic was then dried (Na2SO4)
6. 6
   Einengenconcentrated under reduced pressure

Vorschrift

To a solution of ethyl 5-chloro-6-(1,1-difluoroethyl)nicotinate (2.68 g, 10.74 mmol) in Et2O (40 mL) was added LiBH4 (0.351 g, 16.10 mmol), followed by dropwise addition of methanol (0.653 mL, 16.10 mmol). The reaction was refluxed at 40° C. for one hour. The reaction mixture was then cooled to 0° C., and quenched with HCl (1M) until pH=2 for aqueous layer. The phases were separated and the aqueous layer was extracted with DCM (3×50 mL). The organic was then dried (Na2SO4) and concentrated under reduced pressure to give final crude product (2.12 g). LCMS m/z 208.0 (M+H)+, Rt 0.63 min.

Quelle