反応 #60412

反応方程式

2-(4,4-dimethylcyclohex-1-enyl)-5-methoxyphenylamine

bis(2-chloroethyl)amine hydrochloride

→

title compound

収率 48.2%

1-[2-(4,4-Dimethylcyclohex-1-enyl)-5-methoxyphenyl]piperazine

収率 48.2%

溶媒

1,2-dichlorobenzene

反応条件

後処理

1. 1
   その他Nitrogen gas was blown into the reactor several times during the reaction
2. 2
   その他to remove the excess hydrogen chloride gas in the reactor
3. 3
   workup.ADDITIONsaturated aqueous sodium hydrogencarbonate was added
4. 4
   抽出the mixture was extracted with ethyl acetate
5. 5
   乾燥The organic layer was dried over anhydrous magnesium sulfate
6. 6
   ろ過The desiccant was filtered off
7. 7
   濃縮the filtrate was concentrated under reduced pressure
8. 8
   その他The resultant residue was purified by NH silica gel column chromatography (ethyl acetate/hexane)

実験手順

A solution of 2-(4,4-dimethylcyclohex-1-enyl)-5-methoxyphenylamine (3.35 g, 14.5 mmol) prepared in Example (1d) and bis(2-chloroethyl)amine hydrochloride (3.1 g, 17.4 mmol) in 1,2-dichlorobenzene (10 mL) was stirred at 210° C. for 30 minutes. Nitrogen gas was blown into the reactor several times during the reaction to remove the excess hydrogen chloride gas in the reactor. The reaction mixture was cooled to room temperature, saturated aqueous sodium hydrogencarbonate was added and the mixture was extracted with ethyl acetate. The organic layer was 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/hexane) to give 2.1 g of the title compound as a yellow oil.

出典