Reacción #2006485

Ecuación de reacción

sodium sulphate

compound 24

(1-Benzyl-4-hydroxy-piperidin-4-yl)-acetic acid methyl ester

lithium aluminium hydride

→

crude compound 25

Rendimiento 92.4%

1-Benzyl-4-(2-hydroxy-ethyl)-piperidin-4-ol

Rendimiento 92.4%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroto return to room temperature
2. 2
   workup.STIRRINGto be stirred for an additional 2 hrs
3. 3
   Extracciónextracted with diethyl ether (3×75 mL)
4. 4
   Lavadowashed with brine
5. 5
   Secadofinally dried over magnesium sulphate

Procedimiento

To a solution of compound 24 (1.70 g, 6.07 mmol) in anhydrous THF (40 mL) at 0° C. was slowly added a solution of lithium aluminium hydride (1.0M in THF) (12.1 mL, 12.1 mmol). The solution was then stirred at 0° C. for 1 hr and allowed to return to room temperature to be stirred for an additional 2 hrs. The resulting solution was poured in a cold 10% solution of sodium sulphate (300 mL), extracted with diethyl ether (3×75 mL), washed with brine and finally dried over magnesium sulphate to give the crude compound 25 (1.32 g, 87%) which was used as such in the next step. 1H NMR (400 MHz, MeOD) δ: 1.65 (m, 4H), 1.72 (t, 2H, J=7.06 Hz), 2.45 (m, 2H), 2.62 (m, 2H), 3.56 (s, 2H), 3.76 (t, 2H, J=7.06 Hz), 7.31 (m, 5H).

Fuente