Reaktion #9327

Reaktionsgleichung

NaOH

LiBH4

methanol

1-2

1-Propyl-cyclobutanecarboxylic acid methyl ester

→

1-3

Ausbeute 87.0%

(1-Propyl-cyclobutyl)-methanol

Ausbeute 87.0%

Lösungsmittel

ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionThe mixture was then extracted with dichloromethane (3×40 mL)
2. 2
   Waschenthe combined dichloromethane solution was washed with saturated NH4Cl solution and brine (150 mL each)
3. 3
   TrocknenThe organic solution was then dried (Na2SO4)
4. 4
   Filtrationfiltered
5. 5
   Sonstigeevaporated
6. 6
   SonstigePurification by flash chromatography on silica gel (dichloromethane)

Vorschrift

LiBH4 (524 mg, 24 mmol) and methanol (1 mL) were added to a 0° C. solution of 1-2 (1.935 g, 11.4 mmol) in ether (22 mL). After 1 h at 0° C. and 1.5 h at room temperature, 41 mL 2 M NaOH was slowly added and the resulting mixture was stirred for 1 h. The mixture was then extracted with dichloromethane (3×40 mL) and the combined dichloromethane solution was washed with saturated NH4Cl solution and brine (150 mL each). The organic solution was then dried (Na2SO4), filtered and evaporated. Purification by flash chromatography on silica gel (dichloromethane) gave 1-3 (1.229 g, 87%).

Quelle