4-[(4-Fluorophenyl)(phenyl)methylidene]piperidine

Base Information

• Chemical Name: 4-[(4-Fluorophenyl)(phenyl)methylidene]piperidine
• CAS No.: 58113-21-6
• Molecular Formula: C18H18FN
• Molecular Weight: 267.346
• DSSTox Substance ID: DTXSID40567066
• Mol file: 58113-21-6.mol

Synonyms:58113-21-6;4-[(4-Fluorophenyl)(phenyl)methylidene]piperidine;SCHEMBL8314711;DTXSID40567066;FKMLLIPWGOCZPG-UHFFFAOYSA-N;4-[(4-fluorophenyl)phenylmethylene]piperidine;4-[(4-fluorophenyl)phenylmethylene]-piperidine

Chemical Property of 4-[(4-Fluorophenyl)(phenyl)methylidene]piperidine

Chemical Property:

• Boiling Point: 405.4±40.0 °C(Predicted)
• Density: 1.109±0.06 g/cm3(Predicted)
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 267.142327740
• Heavy Atom Count: 20
• Complexity: 327

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCC1=C(C2=CC=CC=C2)C3=CC=C(C=C3)F

Technology Process of 4-[(4-Fluorophenyl)(phenyl)methylidene]piperidine

There total 8 articles about 4-[(4-Fluorophenyl)(phenyl)methylidene]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: 62.0%

tert-butyl 4-[(4-fluorophenyl)hydroxyphenylmethyl]piperidine-1-carboxylate → 4-[(4-fluorophenyl)phenylmethylene]piperidine (58113-21-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 8h; Inert atmosphere;

Reference yield:

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate (123855-51-6) → 4-[(4-fluorophenyl)phenylmethylene]piperidine (58113-21-6)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridinium chlorochromate; silica gel / dichloromethane / 3 h / 20 °C

2: tetrahydrofuran / 2 h / 0 - 60 °C

3: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

4: tetrahydrofuran / 1 h / 0 - 60 °C

5: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

With silica gel; Dess-Martin periodane; pyridinium chlorochromate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acs.jmedchem.5b00652

Reference yield:

tert butyl 4-formylpiperidine-1-carboxylate (137076-22-3) → 4-[(4-fluorophenyl)phenylmethylene]piperidine (58113-21-6)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran / 2 h / 0 - 60 °C

2: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

3: tetrahydrofuran / 1 h / 0 - 60 °C

4: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

With Dess-Martin periodane; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acs.jmedchem.5b00652

upstream raw materials:

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

tert butyl 4-formylpiperidine-1-carboxylate

4-[(4-fluorophenyl)hydroxymethyl]piperidine-1-carboxylic acid tert-butyl ester

tert-butyl 1-[4-(4-fluorobenzoyl)piperidin-1-yl]carboxylate

Downstream raw materials:

2-(2-{4-[(4-Fluoro-phenyl)-phenyl-methylene]-piperidin-1-yl}-ethyl)-2,5,6,7,8,9-hexahydro-[1,2,4]triazolo[4,3-a]azepin-3-one

4-[(4-fluorophenyl)phenylmethyl]piperidine

1-[4-[3-[4-[(4-Fluorophenyl)(phenyl)methylene]-1-piperidinyl]propoxy]3-methoxyphenyl]ethanone oxalate

5-(4-[(4-fluoro-phenyl)-phenylmethylene]-piperidine-1-ylmethyl)-tetrahydrofuran-2-carboxylic acid ethyl ester