75240-91-4

Basic information

• Product Name: n-N-propyl-3-(3-hydroxyphenyl)piperidine
• Synonyms: n-N-propyl-3-(3-hydroxyphenyl)piperidine;(+)-3-(3-Hydroxyphenyl)-N-(1-propyl)piperidine;Phenol, 3-(1-propyl-3-piperidinyl)-;3-(1-PROPYLPIPERIDIN-3-YL)PHENOL(WXG01480);3-(1-PROPYLPIPERIDIN-3-YL)PHENOL
• CAS NO: 75240-91-4
• Molecular Formula: C₁₄H₂₁NO
• Molecular Weight: 219.32
• Mol File: 75240-91-4.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: n-N-propyl-3-(3-hydroxyphenyl)piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: n-N-propyl-3-(3-hydroxyphenyl)piperidine(75240-91-4)
• EPA Substance Registry System: n-N-propyl-3-(3-hydroxyphenyl)piperidine(75240-91-4)

Safety Data

• Hazardous Substances Data: 75240-91-4(Hazardous Substances Data)

Upstream product

• 4373-67-5 3-(3-methoxyphenyl)pyridine 
• 110174-88-4 3-<3-(benzyloxy)phenyl>-N-propylpiperidine 
• 79412-41-2 3-(3-methoxyphenyl)-N-n-propylpiperidine hydrobromide 
• 86562-23-4 (+/-)-3-(3-methoxyphenyl)-N-n-propylpiperidine 
• 119450-49-6 2,2,5-trichloropentanal 
• 2398-37-0 3-methoxyphenyl bromide 
• 684215-27-8 bis-(3-methoxyphenyl)zinc 
• 53385-78-7 1-propyl-1,2,3,6-tetrahydropyridine 
• 626-02-8 3-Iodophenol 
• 71381-75-4 N-(tert-butyloxycarbonyl)nipecotic acid 
• 850761-36-3 tert-butyl 3-iodo-1-piperidinecarboxylate 
• 79601-26-6 N-n-propyl-3-(3-methoxyphenyl)pyridinium bromide 
• 107623-21-2 1-(benzyloxy)-3-iodobenzene 
• 79987-79-4 2-(3-benzyloxyphenyl)-N-propylglutarimide 

Downstream Products

• 126113-07-3 2-hydroxy-4-(1-propyl-3-piperidinyl)benzaldehyde 
• 85966-89-8 preclamol 
• 85976-54-1 (+)-preclamol 
• 126088-50-4 2-(2-propenyl)-5-(1-propyl-3-piperidinyl)phenol 
• 126088-48-0 2-methyl-5-(1-propyl-3-piperidinyl)phenol 
• 126088-49-1 2-(2-propenyl)-3-(1-propyl-3-piperidinyl)phenol 
• 126088-57-1 3-<3-(2-propenyloxy)phenyl>-1-propylpiperidine 
• 110174-84-0 3-<3-<<2-(carbobenzoxyamino)propanoyl>oxy>phenyl>-N-propylpiperidine 

Relevant articles and documents

AN EFFICIENT RESOLUTION OF 3-PPP AND ASSIGMENT OF THE ABSOLUTE CONFIGURATION

(+/-)-3-PPP has been resolved by means of (+)- and (-)-2,2'-(1,1'-binaphtyl)phosphoric acid (BNPPA) in high optical purity; (+)-3-PPP has been assigned the R configuration on the basis of a single crystal X-ray analysis.

Decarboxylative Negishi Coupling of Redox-Active Aliphatic Esters by Cobalt Catalysis

A cobalt-catalyzed decarboxylative Negishi coupling reaction of redox-active aliphatic esters with organozinc reagents was developed. The method enabled efficient alkyl–aryl, alkyl–alkenyl, and alkyl–alkynyl coupling reactions under mild reaction conditions with no external ligand or additive needed. The success of an in situ activation protocol and the facile synthesis of the drug molecule (±)-preclamol highlight the synthetic potential of this method. Mechanistic studies indicated that a radical mechanism is involved.

Cobalt-Catalyzed Cross-Coupling of 3- and 4-Iodopiperidines with Grignard Reagents

A cobalt-catalyzed cross-coupling between 3- and 4-iodopiperidines and Grignard reagents is disclosed. The reaction is an efficient, cheap, chemoselective, and flexible way to functionalize piperidines. This coupling was used as the key step to realize a short synthesis of (±)-preclamol. Some mechanistic investigations were conducted that highlight the formation of radical intermediates. Scaffold synthesis: A cobalt-catalyzed cross-coupling between iodopiperidines and Grignard reagents is reported (see scheme; PG=protecting group). A large variety of 3- and 4-substituted piperidines were synthesized and the method was applied to a short synthesis of (±)-preclamol. This work constitutes one of the rare examples of cross-couplings involving 3-halogeno piperidines.