Реакция #60495

Уравнение реакции

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

butyraldehyde

sodium triacetoxyborohydride

acetic acid

sodium hydrogencarbonate

→

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

Растворители

ethyl acetate

tetrahydrofuran

Условия реакции

Обработка

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

Методика

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 butyraldehyde (3.3 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-butyl-4-[4-methoxy-2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazine.

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