4-(4-Chlorophenyl)-4-hydroxypiperidine

white to creamy-white crystalline powder

4-(4-chlorophenyl)-4-hydroxypiperidine is a member of piperidines.

It is derived from 4-chloro-α-methylstyrene ([1712-70-5]) through cyclization, salt formation, addition and hydrolysis. 1. Cyclization and salt formation: Add 4-chloro-α-methylstyrene to the mixed solution of ammonium chloride and formaldehyde, and react at about 60°C until the reaction solution is clear. Then add methanol, react at 45°C for 4h, distill off methanol, add concentrated hydrochloric acid, react at 40-50°C for half an hour, react at 95-100°C for 4h, and leave it overnight. Add liquid caustic soda to a pH of 10-11. Extract with toluene, recover toluene under reduced pressure, dilute the remaining liquid with acetone, add acetic acid to pH 7, precipitate crystals, filter, wash with acetone, and dry to obtain 4-p-chlorobenzene 1, 2, 3, 6-tetrahydropyridine ethyl Acid salt. 2. Addition and hydrolysis Dissolve the above-mentioned acetate in glacial acetic acid, pass hydrogen bromide gas below 30°C, crystallize after saturation, and filter to obtain 4-p-chlorobenzene-4-bromopiperidine hydrobromide. Stir it with water, add activated carbon at 40-45°C for decolorization, filter out the activated carbon, add alkali to neutralize, and precipitate white crystals. The filtered crude product is recrystallized with toluene to obtain the finished product.

It is derived from 4-chloro-α-methylstyrene ([1712-70-5]) through cyclization, salt formation, addition and hydrolysis. 1. Cyclization and salt formation Add 4-chloro-α-methylstyrene to the mixed solution of ammonium chloride and formaldehyde, and react at about 60℃ until the reaction solution is clear. Add methanol again, react at 45°C for 4h, distill off methanol, add concentrated hydrochloric acid, react at 40-50°C for half an hour, react at 95-100°C for 4h, and leave overnight. Add liquid alkali to pH 10-11. Extract with toluene, recover toluene under reduced pressure, dilute the remaining liquid with acetone, add acetic acid to pH 7, precipitate crystals, filter, wash with acetone, and dry to obtain 4-p-chlorobenzene 1,2,3,6-tetrahydropyridine ethyl Acid salt. 2. Addition, hydrolysis Dissolve the above acetate in glacial acetic acid, bromine at 30℃

Molecular Weight:211.69
XLogP3:1.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:211.0763918
Monoisotopic Mass:211.0763918
Topological Polar Surface Area:32.3
Heavy Atom Count:14
Complexity:184
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes