ChemicalBook CAS DataBase List 1-BENZYL-4-BOC-PIPERAZINE

1-BENZYL-4-BOC-PIPERAZINE synthesis

3synthesis methods

Product Name:1-BENZYL-4-BOC-PIPERAZINE
CAS Number:120737-77-1
Molecular formula:C17H26N2O2
Molecular Weight:290.4

24424-99-5 Synthesis

24424-99-5
833 suppliers
$13.50/25G

3138-90-7
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$39.00/1mg

120737-77-1
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$22.60/250mg

Yield:120737-77-1 95%

Reaction Conditions:

Stage #1: di-tert-butyl dicarbonate;3-methyl-1-(phenylmethyl)piperazine in dichloromethane at 20;
Stage #2: with sodium hydrogencarbonate in dichloromethane;water;

Steps:

B

(RS) tert-butyl 4-benzyl-2-methyl-piperazine-l-carboxylateA solution of di-tert-butyl-dicarbonate (3.03g, 13.89 mmol) in DCM (9 ml) was added to a solution of (RS) l-benzyl-3-methyl-piperazine (2.36g, 12.4 mmol) in DCM (32 ml) and the resulting solution was stirred overnight at ambient temperature under a nitrogen atmosphere. The reaction mixture was then partitioned between DCM (30 ml) and saturated NaHCO₃ soln. (30 ml); the layers were separated and the aqueous layer washed further with DCM (3 x 20 ml). The organic extracts were combined, dried (MgSO₄), and concentrated in vacuo to give an oil which was purified by flash column chromatography on silica, eluting with a mixture of isohexane and EtOAc (3:1 v/v) to give the title compound as a colourless oil, 3.41g, 95%,^.H NMR (400 MHz, CDCl₃) δ 1.24 (d, 3H), 1.45 (s, 9H), 2.00 (m, IH), 2.12 (dd, IH), 2.59 (d, IH), 2.75 (d, IH), 3.11 (m, IH), 3.47 (q, 2H), 3.80 (d, IH), 4.17 (s, IH), 7.32 (m, 5H).

References:

WO2007/135427,2007,A1 Location in patent:Page/Page column 31