反応 #51606

反応方程式

Benzene sulphonyl chloride

amine

1-[2-(2,4-difluorophenyl)ethyl]piperazine

potassium carbonate

→

title product

収率 23.0%

1-[2-(2,4-Difluorophenyl)ethyl]-4-phenylsulphonylpiperazine

収率 23.0%

溶媒

MeCN

反応条件

後処理

1. 1
   その他Reaction
2. 2
   その他quenched with water
3. 3
   抽出extracted into ethyl acetate
4. 4
   洗浄washed with water
5. 5
   乾燥dried (MgSO4)
6. 6
   濃縮concentrated
7. 7
   その他to give a dark orange solid
8. 8
   その他This solid was purified
9. 9
   その他by dry flash chromatography
10. 10
    その他CH2Cl2, followed by recrystallisation

実験手順

Benzene sulphonyl chloride (0.15 g), the foregoing amine (0.193 g) and potassium carbonate (0.118 g) were heated together in MeCN (10 ml). Reaction was monitored by mass spectroscopy, and was completed after 2 h. The reaction mixture was cooled to room temperature, quenched with water and extracted into ethyl acetate. The organic extracts were combined, washed with water, dried (MgSO4) and concentrated to give a dark orange solid. This solid was purified by dry flash chromatography using SiO2, CH2Cl2 to 5% MeOH:CH2Cl2, followed by recrystallisation using pet. ether and CH2Cl2 to give the title product as a pale yellow solid (23%). MS: (M+H)+=367. δH (360 MHz, CDCl3): 2.50-2.60 (6H, m), 2.66-2.74 (2H, m), 3.02-3.10 (4H, m), 6.70-6.80 (2H, m), 7.05-7.14 (1H, m), 7.50-7.56 (2H, m), 7.56-7.62 (1H, m), 7.74-7.80 (2H, m). CHN C18H20 F2N2O2S: calc. C=59.00, H=5.50, N=7.65%; found C=59.12, H=5.43, N=7.56%.

出典