4-(4-Fluorophenyl)-3-(4-hydroxy-3-methoxyphenoxymethyl)piperidine

Base Information

• Chemical Name: 4-(4-Fluorophenyl)-3-(4-hydroxy-3-methoxyphenoxymethyl)piperidine
• CAS No.: 112058-90-9
• Molecular Formula: C₁₉H₂₂FNO₃
• Molecular Weight: 331.387
• Mol file: 112058-90-9.mol

Synonyms:Phenol,4-[[4-(4-fluorophenyl)-3-piperidinyl]methoxy]-2-methoxy-, (3S-trans)-; BRL 36610A

Chemical Property of 4-(4-Fluorophenyl)-3-(4-hydroxy-3-methoxyphenoxymethyl)piperidine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 189-1920C
• Boiling Point: 488.3 °C at 760 mmHg
• Flash Point: 249.1 °C
• PSA: 50.72000
• Density: 1.171 g/cm³
• LogP: 3.64080
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)

Purity/Quality:

99% ^*data from raw suppliers

(-)-trans-4-[4-(4’-Fluorophenyl)-3-piperidinylmethoxy]-2-methoxyphenol(Paroxetinemetabolite) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A metabolite of Paroxetine

Technology Process of 4-(4-Fluorophenyl)-3-(4-hydroxy-3-methoxyphenoxymethyl)piperidine

There total 6 articles about 4-(4-Fluorophenyl)-3-(4-hydroxy-3-methoxyphenoxymethyl)piperidine 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: 89.0%

(3S,4R)-4-(4-fluorophenyl)-3-(3-methoxy-4-benzyloxyphenoxymethyl)piperidine (600135-89-5) → Brl 36610 (112058-90-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 4h; under 2250.18 Torr;

DOI:10.1016/S0045-2068(03)00040-3

Reference yield:

((3S,4R)-4-(4-fluorophenyl)-1-methylpiperidin-3-yl)methyl 4-methylbenzenesulfonate (317323-77-6) → Brl 36610 (112058-90-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 53 percent / NaH / dimethylformamide / 4 h / Heating

2.1: 56 percent / potassium carbonate / 1,2-dichloro-ethane / 4 h / Heating

3.1: hydrogen chloride / 1,2-dichloro-ethane / 0.75 h

3.2: 87 percent / ethanol / 1.5 h / Heating

4.1: 89 percent / hydrogen / Pd/C / methanol / 4 h / 20 °C / 2250.18 Torr

With hydrogenchloride; hydrogen; sodium hydride; potassium carbonate; palladium on activated charcoal; In methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/S0045-2068(03)00040-3

Reference yield:

4-benzyloxy-3-methoxyphenol (40232-88-0) → Brl 36610 (112058-90-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 53 percent / NaH / dimethylformamide / 4 h / Heating

2.1: 56 percent / potassium carbonate / 1,2-dichloro-ethane / 4 h / Heating

3.1: hydrogen chloride / 1,2-dichloro-ethane / 0.75 h

3.2: 87 percent / ethanol / 1.5 h / Heating

4.1: 89 percent / hydrogen / Pd/C / methanol / 4 h / 20 °C / 2250.18 Torr

With hydrogenchloride; hydrogen; sodium hydride; potassium carbonate; palladium on activated charcoal; In methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/S0045-2068(03)00040-3

upstream raw materials:

(3S,4R)-4-(4-fluorophenyl)-3-(3-methoxy-4-benzyloxyphenoxymethyl)piperidine

4-benzyloxy-3-methoxyphenol

(3S,4R)-trans-4-(4-fluorophenyl)-3-hydroxymethyl-N-methylpiperidine

((3S,4R)-4-(4-fluorophenyl)-1-methylpiperidin-3-yl)methyl 4-methylbenzenesulfonate

Refernces