ChemicalBook CAS DataBase List 1-(3-Methoxyphenyl)piperazine

1-(3-Methoxyphenyl)piperazine synthesis

12synthesis methods

Product Name:1-(3-Methoxyphenyl)piperazine
CAS Number:16015-71-7
Molecular formula:C11H16N2O
Molecular Weight:192.26

1-(3-Methoxyphenyl)piperazine can be used as an intermediate in pharmaceutical synthesis. It can be prepared by reacting N-BOC piperazine hydrochloride with 3-methoxybromobenzene, and then reacting with trifluoroacetic acid to remove the protective group.

110-85-0 Synthesis

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

2398-37-0 Synthesis

2398-37-0
568 suppliers
$8.00/10g

16015-71-7
228 suppliers
$12.00/1g

Yield:-

Reaction Conditions:

in o-xylene;water

Steps:

10 Example 10
Example 10 A dropping funnel was charged with about 10 ml of a solution in o-xylene of catalyst 1 prepared in Reference Example 1 (the ratio of palladium atom/aryl halide=0.5% by mole). A 200 ml Kjeldahl flask was equipped with the dropping funnel, a cooling condenser and a thermometer. At room temperature, 22 g of piperazine, 7.99 g of m-bromoanisole as an aryl halide (the ratio of piperazine/aryl halide=6/1 by mole), and 5.66 g of NaOBu^t (the ratio of NaOBu^t /aryl halide=1.38/1 by mole) were separately incorporated into the flask, each as a solution in 20 ml of o-xylene. The flask was flushed with nitrogen for about 20 minutes while the content was stirred, and the content was heated to 80° C. At this temperature, the catalyst solution was dropped into the flask, and the content was heated to 120° C. and maintained at that temperature for 3 hours with stirring. After completion of the reaction, 80 ml of water was added to cool the reaction product. The liquid reaction product was incorporated in a separatory funnel and the organic phase was separated. Thus-obtained aqueous phase was extracted with 40 ml of o-xylene. The organic phase was dried over sodium sulfate. Gas chromatographic analysis of the dried product by the internal standard method revealed that the intended arylamine, i.e., N-(3-methoxyphenyl)piperazine was obtained in a yield of 96% by mole.

References:

Tosoh Corporation US5929281, 1999, A

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110-85-0 Synthesis

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

2845-89-8 Synthesis