1-Butanone,1-(4-chlorophenyl)-4-[4-(4-fluorophenyl)-4-hydroxy-1-piperidinyl]-

Base Information

• Chemical Name: 1-Butanone,1-(4-chlorophenyl)-4-[4-(4-fluorophenyl)-4-hydroxy-1-piperidinyl]-
• CAS No.: 1584-50-5
• Molecular Formula: C₂₁H₂₃ClFNO₂
• Molecular Weight: 375.871
• Mol file: 1584-50-5.mol

Synonyms:Butyrophenone,4'-chloro-4-[4-(p-fluorophenyl)-4-hydroxypiperidino]- (7CI,8CI); R 1673

Chemical Property of 1-Butanone,1-(4-chlorophenyl)-4-[4-(4-fluorophenyl)-4-hydroxy-1-piperidinyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Butanone,1-(4-chlorophenyl)-4-[4-(4-fluorophenyl)-4-hydroxy-1-piperidinyl]-

There total 5 articles about 1-Butanone,1-(4-chlorophenyl)-4-[4-(4-fluorophenyl)-4-hydroxy-1-piperidinyl]- 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: 71.0%

4-(4-fluorophenyl)piperidin-4-ol (3888-65-1) + 4-chloro-1-(4-chlorophenyl)butan-1-one (40877-09-6) → 1-(4-chlorophenyl)-4-(4-(4-fluorophenyl)-4-hydroxypiperidin-1-yl)butan-1-one (1584-50-5)

Guidance literature:

With sodium hydrogencarbonate; potassium iodide; In toluene; for 24h; Reflux;

DOI:10.1021/acs.jmedchem.9b00864

Reference yield: 20.0%

→ 1-(4-chlorophenyl)-4-(4-(4-fluorophenyl)-4-hydroxypiperidin-1-yl)butan-1-one (1584-50-5)

Guidance literature:

With sodium carbonate; sodium iodide; In acetonitrile; for 12h; Reflux; Inert atmosphere;

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 1-(4-chlorophenyl)-4-(4-(4-fluorophenyl)-4-hydroxypiperidin-1-yl)butan-1-one (1584-50-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

1.2: 2 h / -78 °C

2.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

3.1: potassium iodide; sodium hydrogencarbonate / toluene / 24 h / Reflux

With hydrogenchloride; n-butyllithium; sodium hydrogencarbonate; potassium iodide; In tetrahydrofuran; 1,4-dioxane; toluene;

DOI:10.1021/acs.jmedchem.9b00864

upstream raw materials:

1-Bromo-4-fluorobenzene

N-tert-butyloxycarbonylpiperidin-4-one

tert-butyl 4-hydroxy-4-(4-fluorophenyl)-1-piperidinecarboxylate

4-(4-fluorophenyl)piperidin-4-ol