4-(4-Bromophenyl)piperidin-4-ol

Base Information

• Chemical Name: 4-(4-Bromophenyl)piperidin-4-ol
• CAS No.: 57988-58-6
• Molecular Formula: C₁₁H₁₄BrNO
• Molecular Weight: 256.142
• Hs Code.: 29333999
• European Community (EC) Number: 261-065-0
• DSSTox Substance ID: DTXSID50206712
• Nikkaji Number: J296.846K
• Wikidata: Q27466906
• ChEMBL ID: CHEMBL1505419
• Mol file: 57988-58-6.mol

Synonyms:4-(4-bromophenyl)-4-hydroxypiperidine;BPHP cpd

Chemical Property of 4-(4-Bromophenyl)piperidin-4-ol

Chemical Property:

• Appearance/Colour: white to light yellow crystalline powder
• Vapor Pressure: 7.65E-06mmHg at 25°C
• Melting Point: 167-170 °C(lit.)
• Refractive Index: 1.6120 (estimate)
• Boiling Point: 361.027 °C at 760 mmHg
• PKA: 13.92±0.20(Predicted)
• Flash Point: 172.143 °C
• PSA: 32.26000
• Density: 1.436 g/cm³
• LogP: 2.34890
• Storage Temp.: Store below +30°C.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 255.02588
• Heavy Atom Count: 14
• Complexity: 184

Purity/Quality:

98% ^*data from raw suppliers

4-(4''-Bromophenyl)-4-hydroxypiperidine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CNCCC1(C2=CC=C(C=C2)Br)O
• Uses: 4-(4''-Bromophenyl)-4-hydroxypiperidine is a metabolite of bromoperidol.

Technology Process of 4-(4-Bromophenyl)piperidin-4-ol

There total 1 articles about 4-(4-Bromophenyl)piperidin-4-ol 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:

→ 4-(4-bromophenyl)-4-hydroxy-piperidine (57988-58-6)

Guidance literature:

Reference yield:

4-(4-bromophenyl)-4-hydroxy-piperidine (57988-58-6) → methyl 5-(4-(4-(pentyloxy)phenyl)-1H-1,2,3-triazol-1-yl)-4'-(1-(2,2,2-trifluoroacetyl)piperidin-4-yl)-[1,1'-biphenyl]-3-carboxylate

Guidance literature:

Multi-step reaction with 8 steps

1: trifluoroacetic acid / 3 h / 90 °C

2: rhodium contaminated with carbon; hydrogen / methanol / 24 h / 20 °C / 5171.62 Torr

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane / 7 h / 85 °C / Inert atmosphere

4: triethylamine / diethyl ether / 1 h / 0 °C

5: trifluoroacetic acid / dichloromethane

6: sodium nitrite / water; acetonitrile / 20 °C

7: sodium azide / water; acetonitrile / 20 °C

8: copper(II) sulfate; sodium L-ascorbate / water; tetrahydrofuran / 12 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium azide; rhodium contaminated with carbon; hydrogen; potassium carbonate; copper(II) sulfate; sodium L-ascorbate; triethylamine; trifluoroacetic acid; sodium nitrite; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; acetonitrile; 3: |Suzuki Coupling / 8: |Huisgen Cycloaddition;

DOI:10.1021/acs.jmedchem.6b00044

Reference yield:

4-(4-bromophenyl)-4-hydroxy-piperidine (57988-58-6) → C31H34N4O3*C2H4O2

Guidance literature:

Multi-step reaction with 9 steps

1: trifluoroacetic acid / 3 h / 90 °C

2: rhodium contaminated with carbon; hydrogen / methanol / 24 h / 20 °C / 5171.62 Torr

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane / 7 h / 85 °C / Inert atmosphere

4: triethylamine / diethyl ether / 1 h / 0 °C

5: trifluoroacetic acid / dichloromethane

6: sodium nitrite / water; acetonitrile / 20 °C

7: sodium azide / water; acetonitrile / 20 °C

8: copper(II) sulfate; sodium L-ascorbate / water; tetrahydrofuran / 12 h / 20 °C

9: potassium hydroxide / water; methanol / 12 h / 50 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium azide; rhodium contaminated with carbon; hydrogen; potassium carbonate; copper(II) sulfate; sodium L-ascorbate; triethylamine; trifluoroacetic acid; potassium hydroxide; sodium nitrite; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; acetonitrile; 3: |Suzuki Coupling / 8: |Huisgen Cycloaddition;

DOI:10.1021/acs.jmedchem.6b00044

Downstream raw materials:

4-(4-bromophenyl)-1-((4-(2-fluoroethoxy)-1H-indol-3-yl)-methyl)piperidin-4-ol

4-(4-bromophenyl)-1-((5-(2-fluoroethoxy)-1H-indol-3-yl)-methyl)piperidin-4-ol

1-((1H-pyrrolo[2,3-b]pyridin-3-yl)methyl)-4-(4-bromophenyl)piperidin-4-ol

Refernces