反応 #60519

反応方程式

4-[2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazine-1-carboxylic acid t-butyl ester

sodium acetate

sodium thiosulfate

bromine

→

title compound

収率 77.1%

4-[4-Bromo-2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazine-1-carboxylic acid t-butyl ester

収率 77.1%

溶媒

ethyl acetate

methanol

water

ethyl acetate

反応条件

後処理

1. 1
   洗浄The separated organic layer was washed with brine
2. 2
   乾燥dried over anhydrous sodium sulfate
3. 3
   ろ過The desiccant was filtered off
4. 4
   濃縮the filtrate was concentrated under reduced pressure
5. 5
   その他The resultant residue was purified by silica gel column chromatography (ethyl acetate/hexane)

実験手順

To a mixture of 4-[2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazine-1-carboxylic acid t-butyl ester (2.93 g, 7.31 mmol) produced in Example (8a), sodium acetate (6 g, 73.14 mmol) and methanol (50 mL) was added bromine (0.37 mL, 7.22 mmol), followed by stirring for 20 minutes at room temperature under a nitrogen atmosphere. Saturated aqueous solution of sodium thiosulfate, ethyl acetate and water were added to the reaction mixture and extraction was performed with ethyl acetate. The separated organic layer was washed with brine and then dried over anhydrous sodium sulfate. The desiccant was filtered off and the filtrate was concentrated under reduced pressure. The resultant residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give 2.67 g of the title compound as colorless crystals.

出典