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ChemicalBook CAS DataBase List 1-(2,6-DICHLOROBENZYL)PIPERAZINE
102292-50-2

1-(2,6-DICHLOROBENZYL)PIPERAZINE synthesis

3synthesis methods
-

Yield: 95.7%

Reaction Conditions:

in tetrahydrofuran for 4 h;Reflux;

Steps:

5.1.3. General procedure for the synthesis of various substituted benzylpiperazines (3a-s)
General procedure: Anhydrous piperazine (6.89 g, 80 mmol) was dissolved in 40 mL of freshly distilled THF. Once the piperazine was fully dissolved, 2.303 mL (20 mmol) of benzyl chloride was added dropwise. The reaction mixture was then refluxed for about 4 h until benzyl chloride disappeared, as assessed by TLC. The stirring mixture was allowed to cool, and then filtered. The filtrate was concentrated in a rotary evaporator and then diluted with EtOAc (100 mL) and water (50 mL), which was then made basic (pH>12) with a saturated 1 N NaOH aqueous solution and separated. The organic phase was washed with water (4 × 100 mL), brine (2 × 100 mL), dried over Na2SO4 and concentrated to yield an oil. Column chromatography (PE/EtOAc = 1:1 to EtOAc/MeOH = 5:1) afforded a pale yellow liquid.

References:

Zhang, Cunlong;Tan, Chunyan;Zu, Xuyu;Zhai, Xin;Liu, Feng;Chu, Bizhu;Ma, Xiaohua;Chen, Yuzong;Gong, Ping;Jiang, Yuyang [European Journal of Medicinal Chemistry,2011,vol. 46,# 4,p. 1404 - 1414] Location in patent:experimental part

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