反応 #60494

反応方程式

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

溶媒

ethyl acetate

反応条件

後処理

1. 1
   濃縮the organic layer was concentrated
2. 2
   その他The resultant residue was purified by NH silica gel column chromatography (ethyl acetate/heptane)

実験手順

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.

出典