ChemicalBook CAS DataBase List 3-Hydroxypiperidine

3-Hydroxypiperidine synthesis

11synthesis methods

Product Name:3-Hydroxypiperidine
CAS Number:6859-99-0
Molecular formula:C5H11NO
Molecular Weight:101.15

Dissolve 86.0g of 5-bromo-2-hydroxypentylamine hydrobromide in 150mL of water, and add a solution of 60mL of water containing 15.0g of sodium carbonate at 10-15°C, and drip it for about 1 hour. After dripping, react at about 15°C for 2 hours. Then heat to 30-40°C and react for 2 hours. Stop the reaction, cool it to room temperature, and concentrate the reaction solution under reduced pressure to remove most of the water. Filter it to remove salt, wash it with cold water, and continue to concentrate the mother liquor. The crude product is distilled under reduced pressure to obtain 26.5g of colourless oily 3-hydroxypiperidine, yielding 80%.

85275-45-2 Synthesis

85275-45-2
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6859-99-0
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Yield:6859-99-0 450 mg

Reaction Conditions:

with hydrogenchloride in ethyl acetate at 20;

Steps:

164.2 Step 2: 2-Chloro-4-cyclopropyl-6-(3-hydroxypiperidin-1-yl)pyridine-3,5- dicarbonitrile

tert-Butyl 3-hydroxypiperidine-1-carboxya (1 g, 5 mmol) and HCl (2.0 M in EtOAc, 5 mL) were stirred at room temperature overnight. The solvent was removed under reduced pressure. The residue was neutralized by Sat. NaHCO₃ (aq), and extracted with DCM. The organic layer was washed with brine, dried and purified by column chromatography, eluting with MeOH/DCM, 0-10%, to give piperidin-3-ol (450 mg).

References:

WO2017/216726,2017,A1 Location in patent:Page/Page column 734