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| | 2-Piperidone Basic information |
| | 2-Piperidone Chemical Properties |
| Melting point | 38-40 °C (lit.) | | Boiling point | 256 °C (lit.)
81-82 °C/0.1 mmHg (lit.) | | density | 1.073 | | refractive index | 1.4431 (estimate) | | Fp | >230 °F | | storage temp. | Sealed in dry,Room Temperature | | solubility | Chloroform (Slightly), Methanol (Slightly) | | form | Low Melting Crystalline Mass | | color | White to yellow to brown | | PH | 4.8 (200g/l, H2O, 20℃) | | explosive limit | 1.5-8.7%(V) | | Water Solubility | 291 g/L (25 ºC) | | Sensitive | Hygroscopic | | BRN | 106434 | | Stability: | Stable under recommended storage conditions., Stable Under Recommended Storage C | | InChIKey | XUWHAWMETYGRKB-UHFFFAOYSA-N | | CAS DataBase Reference | 675-20-7(CAS DataBase Reference) | | NIST Chemistry Reference | 2-Piperidinone(675-20-7) | | EPA Substance Registry System | 2-Piperidone (675-20-7) |
| | 2-Piperidone Usage And Synthesis |
| Chemical Properties | white to yellowish low melting crystalline mass | | Uses | δ-Valerolactam is a useful synthetic intermediate. It is an intermediate used to synthesize Cenicriviroc (C256550), an experimental drug candidate for the treatment of HIV infection. It is also a starting material for a new route to hexahydrojulolidines, using intramolecular 1,4-cycloaddition. | | Definition | ChEBI: 2-Piperidone is a delta-lactam that is piperidine which is substituted by an oxo group at position 2. It has a role as an EC 1.2.1.88 (L-glutamate gamma-semialdehyde dehydrogenase) inhibitor. It is a member of piperidones and a delta-lactam. | | Preparation | 2-Piperidone can be obtained from cyclopentanone as raw material by a two-step reaction. | | Synthesis Reference(s) | Journal of the American Chemical Society, 102, p. 7629, 1980 DOI: 10.1021/ja00546a001
Tetrahedron Letters, 28, p. 2829, 1987 DOI: 10.1016/S0040-4039(00)96220-8
The Journal of Organic Chemistry, 21, p. 965, 1956 DOI: 10.1021/jo01115a010 | | Purification Methods | Purify it by repeated fractional distillation.[Cowley J Org Chem 23 1330 1958, Reppe et al. Justus Liebigs Ann Chem 596 198 1955, IR: Huisgen et al. Chem Ber 90 1437 1957.] The hydrochloride has m 183-184o (from isoPrOH or EtOH/Et2O) [Hurd et al. J Org Chem 17 865 1952], and the oxime has m 122.5o (from pet ether) [Behringer & Meier Justus Liebigs Ann Chem 607 67 1957]. The picrate has m 92-93o. [Beilstein 21 H 239, 21 III/IV 3170, 21/6 V 396.] |
| | 2-Piperidone Preparation Products And Raw materials |
| Raw materials | 1-(Benzyloxycarbonyl)-4-piperidinone-->Benzyl chloroformate-->4-oxopiperidinium chloride | | Preparation Products | 3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one-->1-(2-aminoethyl)piperidin-2-one-->N-Boc-3,4-dihydro-2H-pyridine-->3-Chloropyridin-2-ol-->1-(Trimethylsilyl)piperidine-2-one-->6-ethoxy-2,3,4,5-tetrahydropyridine-->ethyl 2-(2-oxopiperidin-1-yl)acetate-->3-Isoquinolinecarboxamide, 2-[2-(4-chlorophenyl)acetyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-N-methyl-N-[4-(2-oxo-1-piperidinyl)phenyl]-, (3S)- |
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