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

1-(3-Nitrophenyl)piperazine synthesis

6synthesis methods

Product Name:1-(3-Nitrophenyl)piperazine
CAS Number:54054-85-2
Molecular formula:C10H13N3O2
Molecular Weight:207.23

110-85-0 Synthesis

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

402-67-5 Synthesis

402-67-5
267 suppliers
$6.00/5g

54054-85-2
86 suppliers
$17.67/1gm:

Yield: 72%

Reaction Conditions:

with potassium carbonate in dimethyl sulfoxide at 100; for 24 h;

Steps:

2-1; 3.1
A mixture of piperazine (12 g, 138 mmol), 1-fluoro-3-nitrobenzene (4 ml, 34 mmol) and potassium carbonate (9.60 g, 69 mmol) in DMSO (40 mL) is heated at 100°C for 24 h. The reaction is quenched with H₂O (60 mL) and extracted with Et₂O (3 x 20 mL). The organic layer is washed with brine (20 mL) and dried over Na₂SO₄ and concentrated in vacuo. The residue is chromatographied on silica gel eluting with CH₂Cl₂/ MeOH (94 / 6) to yield the title compound (5.15 g, 72%) as an orange solid. This solid was dissolved in CH₂Cl₂ and Boc₂O (6 g, 130 mmol) was added. The mixture was stirred overnight. The solvent was evaporated and the residual solid was crystallized in heptane (6.80 g, 93%, mp 86°C). ¹H NMR (200 MHz, CDCl₃) δ 1.49 (s, 9 H), 3.22-3.27 (m, 4 H), 3.58-3.63 (m, 4 H), 7.16-7.71 (m, 4 H).