4-[3-(Trifluoromethyl)phenyl]-4-piperidinol

Base Information

• Chemical Name: 4-[3-(Trifluoromethyl)phenyl]-4-piperidinol
• CAS No.: 2249-28-7
• Molecular Formula: C12H14F3NO
• Molecular Weight: 245.244
• Hs Code.: 29333999
• European Community (EC) Number: 218-840-3
• UNII: XF4TT4N8WX
• DSSTox Substance ID: DTXSID50177014
• Nikkaji Number: J213.142K
• Wikidata: Q72513432
• ChEMBL ID: CHEMBL1624025
• Mol file: 2249-28-7.mol

Synonyms:2249-28-7;4-[3-(TRIFLUOROMETHYL)PHENYL]-4-PIPERIDINOL;4-[3-(trifluoromethyl)phenyl]piperidin-4-ol;4-Piperidinol, 4-[3-(trifluoromethyl)phenyl]-;4-(3-Trifuoromethyl)phenyl-4-piperidinol;4-(3-trifluoromethylphenyl)-4-piperidinol;4-(alpha,alpha,alpha-Trifluoro-m-tolyl)piperidin-4-ol;4-(3-(trifluoromethyl)phenyl)piperidin-4-ol;EINECS 218-840-3;4-(3-Trifluoromethylphenyl)-4-hydroxypiperidine;4-Piperidinol, 4-(3-(trifluoromethyl)phenyl)-;4-hydroxy-4-(3-(trifluoromethyl)phenyl)piperidine;4-hydroxy-4-[3-(trifluoromethyl)phenyl]piperidine;MFCD00044832;XF4TT4N8WX;4- 3-(Trifluoromethyl)phenyl]-4-piperidinol;4-hydroxy-4-(3-trifluoromethylphenyl)piperidine;4-Hydroxy-4-[(3-trifluoromethyl)phenyl]piperidine;SCHEMBL186127;CHEMBL1624025;DTXSID50177014;STK503673;AKOS005171608;BS-4546;CS-W014640;AC-19431;4-(3-Trifluoromethyl)phenyl-4-piperidinol;EU-0099925;FT-0616595;4-(3-trifluoromethyl-phenyl)-piperidin-4-ol;A21448;E77601;EN300-5614121;4-[3-(Trifluoromethyl)phenyl]-4-hydroxypiperidine;W-107471;4-[3-(Trifluoromethyl)phenyl]-4-piperidinol, AldrichCPR

Chemical Property of 4-[3-(Trifluoromethyl)phenyl]-4-piperidinol

Chemical Property:

• Appearance/Colour: Light beige fine crystalline powder
• Melting Point: 91-95 °C
• Boiling Point: 301.8 °C at 760 mmHg
• Flash Point: 136.3 °C
• PSA: 32.26000
• Density: 1.253 g/cm³
• LogP: 2.60520
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 245.10274856
• Heavy Atom Count: 17
• Complexity: 261

Purity/Quality:

99%, ^*data from raw suppliers

4-[3-(Trifluoromethyl)phenyl]-4-piperidinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCC1(C2=CC(=CC=C2)C(F)(F)F)O
• Uses: 4-[3-(Trifluoromethyl)phenyl]-4-piperidinol can be used to synthesize antagonists for CCR1 receptor. It can also be used to synthesize (bisarylmethoxy)butylpiperidine analogues as neurotransmitter transporter inhibitors. It is also an intermediate for xaliproden [135354-02-8].

Technology Process of 4-[3-(Trifluoromethyl)phenyl]-4-piperidinol

There total 3 articles about 4-[3-(Trifluoromethyl)phenyl]-4-piperidinol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

tert-butyl 4-hydroxy-4-[3-(trifluoromethyl)phenyl]-1-piperidinecarboxylate (634464-86-1) → 4-(3-trifluoromethylphenyl)-4-hydroxy piperidine (2249-28-7)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 20 ℃;

DOI:10.1016/j.bmcl.2010.11.029

Reference yield:

3-bromo-1-trifluoromethylbenzene (401-78-5) + N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 4-(3-trifluoromethylphenyl)-4-hydroxy piperidine (2249-28-7)

Guidance literature:

Multi-step reaction with 2 steps

1: n-butyllithium / tetrahydrofuran / -78 °C

2: hydrogenchloride / methanol

With hydrogenchloride; n-butyllithium; In tetrahydrofuran; methanol;

DOI:10.1002/open.202000042

Reference yield:

→ 4-(3-trifluoromethylphenyl)-4-hydroxy piperidine (2249-28-7)

Guidance literature:

Carbamat XXI, KOH in Ethanol, Hydrolyse;

DOI:10.1135/cccc19733879

upstream raw materials:

tert-butyl 4-hydroxy-4-[3-(trifluoromethyl)phenyl]-1-piperidinecarboxylate

3-bromo-1-trifluoromethylbenzene

N-tert-butyloxycarbonylpiperidin-4-one

Downstream raw materials:

4-[4-hydroxy-4-(3-trifluoromethyl-phenyl)-piperidin-1-yl]-2,2-diphenyl-butyric acid methyl ester

4-hydroxy-4-(3-trifluoromethyl-phenyl)-piperidine-1-carbonyl chloride

1-[4-hydroxy-4-(3-(trifluoromethyl)phenyl)-1-piperidinyl]-2-(6-benzimidazolyl)-1-ethanone

C₂₅H₂₃F₃N₂O₂

Refernces

• 1、 -. "DIPHENYLBUTYPIPERIDINE AUTOPHAGY INDUCERS". Page/Page column 7; 84-85. . Retrieved 2011/12/02.
• 2、 Sindelar,Rajsner,Cervena,et al.. "Neurotropic and psychotropic agents. LXVII. 1 [4,4 bis(4 fluorophenyl)butyl] 4 hydroxy 4 (3 trifluoromethyl 4 chlorophenyl)piperidine and related compounds: new synthetic approaches". . p. 3879 - 3901. Retrieved 2007/10/04.