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| | (R)-2-Phenylpiperidine Basic information |
| Product Name: | (R)-2-Phenylpiperidine | | Synonyms: | (R)-(+)-6-phenylpiperidine;Piperidine, 2-phenyl-, (2R)-;(R)-2-Phenylpiperidine 95%;(2R)-2-phenylpiperidine;(R)-2-Phenylpiperidine;N-methyl-N-(5-oxo-5,6,7,8-tetrahydronaphthalen-2-yl)acetamide;(R)-2-Phenylpiperidine | | CAS: | 58613-54-0 | | MF: | C11H15N | | MW: | 161.24 | | EINECS: | | | Product Categories: | | | Mol File: | Mol File |  |
| | (R)-2-Phenylpiperidine Chemical Properties |
| Boiling point | 257.3±19.0 °C(Predicted) | | density | 0.967±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | form | liquid | | pka | 9.74±0.10(Predicted) | | Appearance | Colorless to light yellow Liquid | | InChI | 1S/C11H15N/c1-2-6-10(7-3-1)11-8-4-5-9-12-11/h1-3,6-7,11-12H,4-5,8-9H2/t11-/m1/s1 | | InChIKey | WGIAUTGOUJDVEI-LLVKDONJSA-N |
| WGK Germany | WGK 3 | | HS Code | 2933399990 | | Storage Class | 10 - Combustible liquids |
| | (R)-2-Phenylpiperidine Usage And Synthesis |
| Description | (R)-2-Phenylpiperidine is an alkene that has been used in the desymmetrization of secondary amides to produce enantiopure products. It has been shown to be stereoselective. It could prepared from δ-Amino β-keto esters 3. The kinetic resolution of this compound is due to the formation of an enamine, which undergoes a 1,4-addition reaction with an aldoxime or piperidone. | | Uses | Chiral building block developed using Liverpool ChiroChem-patented technology. | | Synthesis | In a 10 mL one-necked round-bottomed flask equipped with a magnetic stir bar, rubber septum, and argon balloon was placed 0.033 g (0.19 mmol, 1 equiv.) of (R)-(+)-6-Phenylpiperidin-2-one and THF (1.2 mL). Lithium aluminum hydride (0.95 mL, 1.0 M solution in THF, 0.95 mmol) was added slowly via syringe and the reaction mixture was stirred at rt for 8 h. The solution was cooled to 0 °C, sat. Na2SO4 (0.17 mL) was added, stirred for 0.5 h at rt and the reaction mixture was filtered through Celite. The organic phases were concentrated and flash chromatography (7% MeOH/CH2Cl2) gave 0.025 g (82%) of (R)-2-phenylpiperidine as volatile oil. |
| | (R)-2-Phenylpiperidine Preparation Products And Raw materials |
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