1-(2-Methoxyphenyl)piperazine hydrochloride synthesis
- Product Name:1-(2-Methoxyphenyl)piperazine hydrochloride
- CAS Number:5464-78-8
- Molecular formula:C11H17ClN2O
- Molecular Weight:228.7185
95520-98-2
5464-78-8
Procedure for the synthesis of compound 6: In a double necked round bottom flask (RB flask), tert-butyl 4-(2-methoxyphenyl)piperazine-1-carboxylate (Compound 5, 0.600 g, 0.00205 mol, 1 equiv.) was dissolved in ethyl ether (10 mL) followed by addition of ethyl ether hydrochloric acid solution. The reaction mixture was stirred at room temperature overnight. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming complete consumption of the raw material, the ether was removed by evaporation under reduced pressure to give a solid product. The solid product was washed with ethyl acetate and then dried to give the final 1-(2-methoxyphenyl)piperazine hydrochloride (compound 6) as a white solid (0.425 g, 90.08% yield).
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Yield:5464-78-8 74%
Reaction Conditions:
with 2-(2-methoxyethoxy)ethyl alcohol at 150; for 12 h;
Steps:
5.1.5. 1-(2-Methoxyphenyl)piperazine hydrochloride (7c)
General procedure: A mixture of 2-methoxyaniline (369.4 mg, 3 mmol), bis(2-chloroethyl)amine hydrochloride (535.5 mg, 3 mmol) and diethyleneglycol monomethyl ether (0.75 mL) was heated at 150 °C for about 12 h. The reaction mixture was cooled to room temperature and dissolved in methanol (4 mL), followed by the addition of diethyl ether (150 mL). The precipitate formed was recovered byfiltration and washed with diethyl ether to obtain 7c as an HCl salt(510 mg, 74%). The HCl salt was used for the next reaction without further purification.
References:
Paudel, Suresh;Acharya, Srijan;Yoon, Goo;Kim, Kyeong-Man;Cheon, Seung Hoon [Bioorganic and Medicinal Chemistry,2016,vol. 24,# 21,p. 5546 - 5555]
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