反応 #60499

反応方程式

4,5-dimethoxy-2-(3,3,5,5-tetramethylcyclohexyl)phenylamine

bis(2-chloroethyl)amine hydrochloride

→

title compound

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

溶媒

1,2-dichlorobenzene

反応条件

後処理

1. 1
   その他During the reaction, nitrogen gas
2. 2
   その他to remove the excess hydrogen chloride gas from the reactor
3. 3
   温度The reaction mixture was cooled to room temperature
4. 4
   workup.ADDITIONsaturated aqueous solution of sodium hydrogencarbonate was added
5. 5
   抽出extraction
6. 6
   抽出The aqueous layer was again extracted with chloroform
7. 7
   洗浄washed with brine
8. 8
   乾燥dried over anhydrous magnesium sulfate
9. 9
   ろ過The desiccant was filtered off
10. 10
    濃縮the filtrate was concentrated under reduced pressure
11. 11
    その他The resultant residue was purified by NH silica gel column chromatography (ethyl acetate/heptane)

実験手順

A mixture of the crude product of 4,5-dimethoxy-2-(3,3,5,5-tetramethylcyclohexyl)phenylamine produced in Example (87c), bis(2-chloroethyl)amine hydrochloride (700 mg, 3.91 mmol) and 1,2-dichlorobenzene (10 ml) was stirred for 2 hours at an external temperature of 220° C. During the reaction, nitrogen gas was blown in several times to remove the excess hydrogen chloride gas from the reactor. The reaction mixture was cooled to room temperature, saturated aqueous solution of sodium hydrogencarbonate was added and extraction was performed with chloroform. The aqueous layer was again extracted with chloroform, and the organic layers were combined, washed with brine and then dried over anhydrous magnesium sulfate. The desiccant was filtered off and the filtrate was concentrated under reduced pressure. The resultant residue was purified by NH silica gel column chromatography (ethyl acetate/heptane) to give 490 mg of the title compound as a brown oil.

出典