反応 #60434

反応方程式

2-cyclooct-1-enylphenylamine

bis(2-chloroethyl)amine hydrochloride

→

title compound

収率 53.2%

1-(2-Cyclooct-1-enylphenyl)piperazine

収率 53.2%

溶媒

1,2-dichlorobenzene

反応条件

後処理

1. 1
   その他During the reaction
2. 2
   その他to remove the hydrogen chloride gas in the reactor
3. 3
   温度the mixture was air-cooled to room temperature
4. 4
   workup.ADDITIONAqueous solution of potassium carbonate, ethyl acetate and methanol were added to the reaction mixture and extraction
5. 5
   乾燥The obtained organic layers were dried over anhydrous sodium 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/heptane)

実験手順

To a solution of 2-cyclooct-1-enylphenylamine (140 mg, 0.695 mmol) in 1,2-dichlorobenzene (2 mL) was added bis(2-chloroethyl)amine hydrochloride (149 mg, 0.835 mmol), and the mixture was stirred at an external temperature of 200° C. under a nitrogen atmosphere. During the reaction, a nitrogen stream was blown into the reactor to remove the hydrogen chloride gas in the reactor. This procedure was repeated several times. After 9 hours, the mixture was air-cooled to room temperature. Aqueous solution of potassium carbonate, ethyl acetate and methanol were added to the reaction mixture and extraction was performed three times with ethyl acetate. The obtained organic layers were dried over anhydrous sodium 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 100 mg of the title compound as a brown oil.

出典