반응 #60494

반응 방정식

sodium hydrogencarbonate

1-[4-methoxy-2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazine

sodium triacetoxyborohydride

acetic acid

tetrahydrofuran

→

1-[4-methoxy-2-(3,3,5,5-tetramethylcyclohexyl)phenyl] -4-(tetrahydropyran-4-ylmethyl)piperazine

용매

ethyl acetate

반응 조건

후처리

1. 1
   농축the organic layer was concentrated
2. 2
   기타The resultant residue was purified by NH silica gel column chromatography (ethyl acetate/heptane)

실험 절차

To a solution of 1-[4-methoxy-2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazine (10 mg, 0.030 mmol) produced in Example (85c) in tetrahydrofuran (1 mL) were added tetrahydropyranyl-4-carbaldehyde (5.2 mg, 0.045 mmol), sodium triacetoxyborohydride (13 mg, 0.061 mmol) and acetic acid (1.8 mg, 0.030 mmol) in that order, followed by stirring for 60 minutes at room temperature. Saturated aqueous solution of sodium hydrogencarbonate was added to the reaction mixture, extraction was performed with ethyl acetate, and the organic layer was concentrated. The resultant residue was purified by NH silica gel column chromatography (ethyl acetate/heptane) to give 1-[4-methoxy-2-(3,3,5,5-tetramethylcyclohexyl)phenyl] -4-(tetrahydropyran-4-ylmethyl)piperazine.

출처