ChemicalBook CAS DataBase List 4-(4-Chlorophenyl)piperidin-4-ol

4-(4-Chlorophenyl)piperidin-4-ol synthesis

8synthesis methods

Product Name:4-(4-Chlorophenyl)piperidin-4-ol
CAS Number:39512-49-7
Molecular formula:C11H14ClNO
Molecular Weight:211.69

56108-25-9 Synthesis

1-Benzyl-4-(p-chlorophenyl)-4-piperidinol

56108-25-9
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39512-49-7
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Yield:39512-49-7 90%

Reaction Conditions:

with palladium on activated charcoal;hydrogen in water at 25; under 750.075 Torr; for 24 h;Pressure;Temperature;

Steps:

1-2
Mix 30g of 1-benzyl-4-(4-chlorophenyl)-4-piperidinol, 500g of pure water and 12g of palladium-carbon catalyst, and then pass in hydrogen to make the pressure of hydrogen 0.1MPa and perform catalysis at 25°C Hydrogenation deprotection group reacts for 24h; the product after the reaction is suction filtered, the filter cake is washed with 500g ethyl acetate, the filtrate is transferred to a separatory funnel and allowed to stand for 15 minutes before liquid separation, using sodium hydroxide with a mass concentration of 10% The pH of the aqueous phase obtained by adjusting the liquid separation is 13; the pH-adjusted solution is mixed with 500 g of dichloromethane and then extracted, and after the extraction is completed, liquid separation is performed to obtain the organic phase;The organic phase was concentrated and mixed with 50g of toluene under stirring conditions and then refluxed at 115°C for 1.5h; the refluxed product was mixed with ethyl acetate and then cooled to 10°C, and left to stand for 10h to obtain 4-(4-chloro Phenyl)-4-piperidinol (90% yield and 99% purity);

References:

CN112538042, 2021, A Location in patent:Paragraph 0089; 0093-0094; 0098; 0102-0103

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