2-(4-Fluorophenyl)pyrrolidine

Base Information

• Chemical Name: 2-(4-Fluorophenyl)pyrrolidine
• CAS No.: 72216-06-9
• Molecular Formula: C10H12FN
• Molecular Weight: 165.21
• Hs Code.: 2933990090
• European Community (EC) Number: 675-432-1
• DSSTox Substance ID: DTXSID40397587
• Nikkaji Number: J2.179.799E
• Mol file: 72216-06-9.mol

Synonyms:2-(4-Fluorophenyl)pyrrolidine;72216-06-9;2-(4-Fluorophenyl)-pyrrolidine;2-(4-fluoro-phenyl)-pyrrolidine;PYRROLIDINE, 2-(4-FLUOROPHENYL)-;MFCD02663411;Oprea1_475262;SCHEMBL169111;DTXSID40397587;AC-450;AR1040;BBL022424;STK352016;AKOS000200861;AKOS016341057;AB12040;PS-6897;(RS)-2-(4-fluoro-phenyl)-pyrrolidine;AM804282;2-(4-fluorophenyl)pyrrolidine, AldrichCPR;BB 0219906;CS-0001894;FT-0601695;FT-0656204;FT-0659814;EN300-26301;A26406;A820082;J-505995;Z221586518

Chemical Property of 2-(4-Fluorophenyl)pyrrolidine

Chemical Property:

• Vapor Pressure: 0.0497mmHg at 25°C
• Refractive Index: 1.515
• Boiling Point: 235.5 °C at 760 mmHg
• PKA: 9.76±0.10(Predicted)
• Flash Point: 96.3 °C
• PSA: 12.03000
• Density: 1.078 g/cm³
• LogP: 2.57900
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 165.095377549
• Heavy Atom Count: 12
• Complexity: 141

Purity/Quality:

98% ^*data from raw suppliers

2-(4-Fluorophenyl)pyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(NC1)C2=CC=C(C=C2)F

Technology Process of 2-(4-Fluorophenyl)pyrrolidine

There total 9 articles about 2-(4-Fluorophenyl)pyrrolidine 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: 48.0%

pyrrolidine (123-75-1) + (4-fluorophenyl)lithium (1493-23-8) → 2-(4-fluorophenyl)pyrrolidine (72216-06-9)

Guidance literature:

pyrrolidine; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.166667h;

With benzophenone; In diethyl ether; hexane; at -78 ℃; for 0.166667h;

(4-fluorophenyl)lithium; In diethyl ether; hexane; at -78 - 20 ℃; regioselective reaction;

DOI:10.1038/NCHEM.2871

Reference yield:

2-(4-fluorophenyl)-Δ1-pyrrolidine (22217-86-3) → 2-(4-fluorophenyl)pyrrolidine (72216-06-9)

Guidance literature:

With sodium tetrahydroborate; In ethanol;

DOI:10.1016/j.bmcl.2009.12.085

Reference yield:

1-[2-(4-fluorophenyl)-1-pyrrolidinyl]- 2,2,2-trifluoro-ethanone → 2-(4-fluorophenyl)pyrrolidine (72216-06-9)

Guidance literature:

With potassium hydroxide; In methanol; at 0 - 20 ℃; for 12.1667h; Sealed tube; Inert atmosphere;

DOI:10.1016/j.chempr.2020.02.002

upstream raw materials:

4-fluorobenzaldehyde

2-(4-fluorophenyl)-Δ¹-pyrrolidine

4-Fluorobenzoic acid

4-fluorobenzoic acid ethyl ester

Downstream raw materials:

C₂₈H₂₁Cl₂FN₄O

C₂₀H₁₈FN₇

1-[[7-(3,4-Dichloro-phenyl)-4,7-dihydro-5-methylpyrazolo[1,5-a]pyrimidin-6-yl]carbonyl]-2-(4-fluoro-phenyl)pyrrolidine

Refernces

• 1、 Blasius, Clemens K.,Gade, Lutz H.,Heinrich, Niklas F.,Vasilenko, Vladislav. "Tackling N-Alkyl Imines with 3d Metal Catalysis: Highly Enantioselective Iron-Catalyzed Synthesis of α-Chiral Amines". supporting information. p. 15974 - 15977. Retrieved 2020/07/04.
• 2、 Legarda, Pablo D.,García-Rubia, Alfonso,Arrayás, Ramón Gómez,Carretero, Juan C.. "Palladium-catalyzed ortho-olefination of 2-arylpyrrolidines: A tool for increasing structural complexity in nitrogen heterocycles". . p. 3947 - 3954. Retrieved 2018/06/11.