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| | 2-(4-Chlorophenyl)piperazine-1-carboxylic acid tert-butyl ester Basic information |
| Product Name: | 2-(4-Chlorophenyl)piperazine-1-carboxylic acid tert-butyl ester | | Synonyms: | 1-Boc-2-(4-chlorophenyl)piperazine;tert-Butyl 2-(4-chlorophenyl)piperazine-1-carboxylate;t-Butyl 2-(4-chlorophenyl)piperazine-1-carboxylate;2-(4-chlorophenyl)-1-piperazinecarboxylic acid tert-butyl ester;1-Piperazinecarboxylic acid, 2-(4-chlorophenyl)-, 1,1-dimethylethyl ester;2-(4-Chlorophenyl)piperazine-1-carboxylic acid tert-butyl ester | | CAS: | 769944-39-0 | | MF: | C15H21ClN2O2 | | MW: | 296.79 | | EINECS: | | | Product Categories: | | | Mol File: | 769944-39-0.mol |  |
| | 2-(4-Chlorophenyl)piperazine-1-carboxylic acid tert-butyl ester Chemical Properties |
| storage temp. | 2-8°C | | InChI | InChI=1S/C15H21ClN2O2/c1-15(2,3)20-14(19)18-9-8-17-10-13(18)11-4-6-12(16)7-5-11/h4-7,13,17H,8-10H2,1-3H3 | | InChIKey | BYPYEMNCKKTEFT-UHFFFAOYSA-N | | SMILES | N1(C(OC(C)(C)C)=O)CCNCC1C1=CC=C(Cl)C=C1 |
| | 2-(4-Chlorophenyl)piperazine-1-carboxylic acid tert-butyl ester Usage And Synthesis |
| Synthesis | General procedure for the synthesis of tert-butyl 2-(4-chlorophenyl)piperazine-1-carboxylate from the compound (CAS: 769944-38-9): a solution of 4-(tert-butoxycarbonyl)-3-(4-chlorophenyl)piperazin-2-one (500 mg, 1.6 mmol) and acetic acid (929 μL, 16 mmol) was added to refluxing 1,4-dioxane (5 mL ), followed by sodium borohydride (608 mg, 16 mmol). The reflux reaction was continued. Upon completion of the reaction, the reaction was quenched with water, the organic phase was extracted with dichloromethane and washed with brine and the organic phase was dried. After removing the solvent under reduced pressure, the residue was purified by silica gel column chromatography to afford 4-(tert-butoxycarbonyl)-3-(4-chlorophenyl)piperazine (330 mg, 69% yield).1H-NMR (CDCl3) δ 1.46 (9H, s), 2.76-2.99 (3H, m), 3.13 (1H, dd, J = 13.0 Hz, 4.3 Hz), 3.45-3.49 (3H, m). 3.45-3.49 (2H, m), 3.92 (1H, m), 5.15 (1H, s), 7.27-7.33 (4H, m). | | References | [1] Patent: WO2004/85408, 2004, A1. Location in patent: Page 264
[2] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 16, p. 3726 - 3732 |
| | 2-(4-Chlorophenyl)piperazine-1-carboxylic acid tert-butyl ester Preparation Products And Raw materials |
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