1-Piperazinecarboxylic acid, 4-benzoyl-, 1,1-diMethylethyl ester synthesis
- Product Name:1-Piperazinecarboxylic acid, 4-benzoyl-, 1,1-diMethylethyl ester
- CAS Number:77278-38-7
- Molecular formula:C16H22N2O3
- Molecular Weight:290.36
57260-71-6
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Yield:77278-38-7 99%
Reaction Conditions:
with dmap;1,2-dichloro-ethane;benzoic acid in dichloromethane;
Steps:
Intermediate 19
Prepared in the same manner as intermediate 18. To a solution of tert-butyl 1-piperazinecarboxylate (15.0 g. 80.5 mmol) and benzoic acid (8.94 g, 73.2 mmol) in CH2Cl2 (500 mL), was added DMAP (9.84 g, 80.5 mmol) and EDC (15.39 g, 80.5 mmol). The reaction mixture was stirred at rt for 17 h, and then washed with excess hydrochloric acid (5*250 mL, 1 N aq.) and water (350 mL). The organic layer was dried (MgSO4) and evaporated in vacuo to give N-Benzoyl-N'-Boc piperazine as an off white solid (21 g, 99%). 1H NMR (300 MHz, CD3OD) δ 7.46 (m, 5H), 3.80-3.30 (b m, 8H), 1.47 (s, 9H); LC/MS (ES+) m/z (M+H)+=291, (2M+H)+=581, HPLC Rt=1.430.
References:
US6573262,2003,B2
