4-(4-Aminophenyl)piperidine-1-carboxylic acid tert-butyl ester
4-P-Aminophenyl-1-Boc-Piperidine
CAS: 170011-57-1
Molecular Formula: C16H24N2O2
4-(4-Aminophenyl)piperidine-1-carboxylic acid tert-butyl ester - Names and Identifiers
| Name | 4-P-Aminophenyl-1-Boc-Piperidine |
| Synonyms | 4-P-Aminophenyl-1-Boc-Piperidine 4-P-AMINOPHENYL-1-BOC-PIPERIDINE 1-N-Boc-(4-aminophenyl)piperidine 1-(tert-Butoxycarbonyl)-4-(4-aminophenyl)piperidine tert-butyl 4-(4-aminophenyl)piperidine-1-carboxylate tert-Butyl 4-(4-aminophenyl)-1-piperidinecarboxylate 4-(4-aminophenyl)-1-piperidinecarboxylic acid tert-butyl ester 4-(4-Aminophenyl)piperidine-1-carboxylic acid tert-butyl ester 1-Piperidinecarboxylicacid,4-(4-aMinophenyl)-,1,1-diMethylethylester |
| CAS | 170011-57-1 |
| InChI | InChI=1/C16H24N2O2/c1-16(2,3)20-15(19)18-10-8-13(9-11-18)12-4-6-14(17)7-5-12/h4-7,13H,8-11,17H2,1-3H3 |
4-(4-Aminophenyl)piperidine-1-carboxylic acid tert-butyl ester - Physico-chemical Properties
| Molecular Formula | C16H24N2O2 |
| Molar Mass | 276.37 |
| Density | 1.100±0.06 g/cm3(Predicted) |
| Melting Point | 119 °C |
| Boling Point | 412.7±45.0 °C(Predicted) |
| Flash Point | 203.417°C |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | powder to crystal |
| Color | White to Yellow to Green |
| pKa | 4.97±0.10(Predicted) |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Refractive Index | 1.551 |
4-(4-Aminophenyl)piperidine-1-carboxylic acid tert-butyl ester - Reference Information
| Application | 1-BOC-4-(4-aminophenyl) piperidine is an organic intermediate, which can be composed of 1-bromo-4-nitrobenzene and 4-(4,4,5, 5-tetramethyl-1, 3, 2-dioxacyclopentane-2-yl)-5, 6-dihydropyridine-1 (2H)-carboxylic acid tert-butyl ester is prepared by three-step reaction. |
| prepare | synthetic compound 18.2.4-(piperidin-4-yl) aniline hydrochloride (950mg,4.47mmol,1.00 equivalent) and 1, 3-dihydro-2-benzofuran-1, 3-dione (667.2mg,4.50mmol, the solution in 1.01 equivalent) acetic acid (100mL) is heated to reflux for 3 hours. The resulting mixture was concentrated under vacuum to obtain a white solid 18.2(1.49g,97%). Synthesis of compound 18.3. The solution of 18.2(1.49g,4.33mmol,1.00 equivalent), 4-dimethylaminopyridine (109mg,0.89mmol,0.21 equivalent), triethylamine (1.805g,17.84mmol,4.12 equivalent) and di-tert-butyl dicarbonate (1.462g,6.70mmol,1.55 equivalent) in dichloromethane (100mL) was stirred under nitrogen at room temperature for 3 hours. The resulting mixture was washed with H2O and extracted with DCM. The combined organic layer was washed with 1MHCl and brine and dried with anhydrous sodium sulfate. After concentration under vacuum, the residue was purified by chromatography on silica gel with EtOAc/PE(1:30 to 1:10) to give a white solid 18.3(1.44g,82%). Synthetic compound 18.4. In a 250mL round bottom flask, a solution of 18.3(1.433g,3.53mmol,1.00 equivalent) and NH2NH2 · H2O(1.84g,36.71mmol,10.41 equivalent) in 80mL ethanol was stirred in an oil bath at 50°C for 4 hours. Filter the solids out. The filtrate was concentrated under vacuum and the residue was applied to a silica gel column with ethyl acetate/petroleum ether (1:2) to give desired 1-BOC-4-(4-aminophenyl) piperidine (446mg,46%) in a white solid form. |
Last Update：2024-04-09 20:52:54
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