تفاعل #642499

معادلة التفاعل

DCM MeOH

solution

(±)-1-(4-Benzyl-piperazin-1-yl)-3-carbazol-9-yl-propan-2-ol

NaH

methyl iodide

→

title compound

(±)-9-[3-(4-Benzyl-piperazin-1-yl)-2-methoxy-propyl]-carbazole

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىis quenched with a saturated aqueous solution of Na2CO3 (5 mL)
2. 2
   استخلاصExtraction with DCM
3. 3
   تجفيفdrying over MgSO4, concentration in vacuo, flash chromatography on a 2.5×12 cm2 column of silica gel
4. 4
   غسيلas eluting
5. 5
   أخرىsolvent and removal of the solvent in vacuo

الإجراء التجريبي

To a solution of Example 7 (0.200 g, 0.50 mmol) in 5 mL of THF are added NaH (0.068 g, 1.56 mmol) and methyl iodide (125 μL, 2.0 mmol). After 2 hr of stirring at rt the reaction is judged to be complete by tlc monitoring (SiO2, DCM:MeOH (100:3)) and is quenched with a saturated aqueous solution of Na2CO3 (5 mL). Extraction with DCM, drying over MgSO4, concentration in vacuo, flash chromatography on a 2.5×12 cm2 column of silica gel using DCM:MeOH (95:5) as eluting solvent and removal of the solvent in vacuo gives the title compound as an oil. Slow addition of HCl (4 eq, 1M in Et2O) into a solution of the above compound in EtOH (2 mL) gives the hydrochloride salt of the title compound (0.39 g) as white crystals in a 60% yield. M.p.: 272° C.

المصدر