ChemicalBook CAS DataBase List 1-(3-METHYLPHENYL)PIPERAZINE

1-(3-METHYLPHENYL)PIPERAZINE synthesis

7synthesis methods

Product Name:1-(3-METHYLPHENYL)PIPERAZINE
CAS Number:41186-03-2
Molecular formula:C11H16N2
Molecular Weight:176.26

110-85-0 Synthesis

110-85-0
576 suppliers
$5.00/5 g

625-95-6
249 suppliers
$14.00/25g

41186-03-2
115 suppliers
$27.00/5g

Yield: 23%

Reaction Conditions:

with potassium dihydrogenphosphate;copper(l) iodide in 1,2-dimethoxyethane;isopropyl alcohol for 18 h;Reflux;Inert atmosphere;

Steps:

General Method I of Synthesis (Taking Compound DXL-A-10 as an example)
To a 100 mL round-bottom flask with 25 mL of isopropanol, m-iodotoluene (2.18 g, 0.01 mol) was added, then anhydrous piperazine (1.76 g, 0.02 mol), cuprous iodide (0.5 g, 25 mmol), potassium phosphate (4.66 g, 17.5 mmol) and ethylene glycol (1.5 mL) were added in sequence, and reacted under reflux and argon atmosphere for 18 hours, until TLC (PE: EA = 20; 1, DCM: MeOH = 10: 1) detection showed the reaction was completed. After filtration, the solvent was removed under reduced pressure, 20 mL of water was added, and extraction was carried out with 30 mL of chloroform for three times. The extracts were combined, washed with saturated brine and water, dried over anhydrous sodium sulfate, concentrated to dryness and subjected to column chromatography (EA: MeOH: NH₃·H₂O = 25: 3: 2) to obtain 0.5 g of a colorless oily product 2-22, yield: 23%.¹H NMR (400 MHz, CDCl₃): δ 7.18 (t, J = 7.7 Hz, 1H), 6.74 (dd, J = 17.8, 8.7 Hz, 3H), 3.14 (s, 8H), 2.35 (s, 3H).

References:

Lunan Pharmaceutical Group Corporation;LI, Runtao;YE, Jia;WANG, Xin;GE, Zemei;LIANG, Yingying;DU, Xiaolei;WANG, Ding;ZHANG, Guimin;YAO, Jingchun;ZHAO, Guifang EP3722299, 2020, A1 Location in patent:Paragraph 0071-0073

110-85-0 Synthesis

110-85-0
576 suppliers
$5.00/5 g

108-41-8 Synthesis