Downstream synthetic route of 4801-58-5

4801-58-5, As the paragraph descriping shows that 4801-58-5 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4801-58-5,Piperidin-1-ol,as a common compound, the synthetic route is as follows.

A mixture of N-hydroxypiperidine (1.01 g, 10 mmol), azodicarbonamide (1.39 g, 12 mmol) and methanol (10 ml) was heated to reflux for 50 minutes. During this period the solid, initially orange in colour, changed into a whitish precipitate. After cooling to ambient temperature, said precipitate was separated by suction and washed twice with methanol (2 x 5 ml). All the methanol fractions were combined and under agitation 5,5-dimethylcyclohexane-1,3-dione (10 mmol) was added. After 10 minutes, the methanol was removed under vacuum (water bath temperature 50?C) to give a crude compound of formula (3). This crude compound was dissolved in a methanol solution (15 ml) containing acetyl chloride (0.86 g, 11 mmol). The methanol was removed under vacuum and the residue of formula (3) in hydrochloride form was ground in acetone. Yield: 62% Formula: C13H22CINO3 MW: 275.8 g/mol Acid dissociation constants: pKa1 = 3.47, pKa2 = 6.92 m.p.: 174.5-175.5?C 1H-NMR (DMSO-ds): delta 0.98 (6H, s), 1.48 (1H, m), 1.66 (2H, d, J=12.5 Hz), 1.83 (2H, broad s), 1.94-2.07 (1H, m), 2.33 (4H, broad s), 3.23 (1H, broad s), 3.67 (1H, d, J=11.0 Hz), 4.36 (1H, d, J=11.5 Hz), 10.93 (1H, broad s), 11.32 (1H, broad s). 13C-NMR (DMSO-d6): delta 21.9, 23.6, 27.9, 28.7, 32.0, 46.2 (broad), 59.4, 64.4, 107.4.

4801-58-5, As the paragraph descriping shows that 4801-58-5 is playing an increasingly important role.

Reference:
Patent; ABIOGEN PHARMA S.p.A.; EP2345639; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem