1-Benzoylpyrrolidine

Base Information

• Chemical Name: 1-Benzoylpyrrolidine
• CAS No.: 3389-54-6
• Molecular Formula: C11H13 N O
• Molecular Weight: 175.23
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60359506
• Nikkaji Number: J371.496I
• Wikidata: Q82140739
• Mol file: 3389-54-6.mol

Synonyms:1-BENZOYLPYRROLIDINE;phenyl(pyrrolidin-1-yl)methanone;3389-54-6;Methanone,phenyl-1-pyrrolidinyl-;pyrrolidinophenone;N-benzoylpyrrolidine;N-Benzoyl pyrrolidine;SCHEMBL254870;DTXSID60359506;VIQDUCBDZPYNNX-UHFFFAOYSA-N;AKOS003411011;CS-0451353;F77899;EN300-8100521;A928709;AO-854/40108228

Chemical Property of 1-Benzoylpyrrolidine

Chemical Property:

• Melting Point: 102 °C
• Boiling Point: 191-193 °C(Press: 12 Torr)
• PKA: -1.14±0.20(Predicted)
• PSA: 20.31000
• Density: 1.117±0.06 g/cm3(Predicted)
• LogP: 1.86050
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 175.099714038
• Heavy Atom Count: 13
• Complexity: 179

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)C(=O)C2=CC=CC=C2

Technology Process of 1-Benzoylpyrrolidine

There total 155 articles about 1-Benzoylpyrrolidine 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: 99.0%

pyrrolidine (123-75-1) + benzoyl chloride (98-88-4) → n-benzoylpyrrolidine (3389-54-6)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b02414

Reference yield: 99.0%

pyrrolidine (123-75-1) + benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) → n-benzoylpyrrolidine (3389-54-6)

Guidance literature:

With 14C₂H₂F₃O^(1-)*6C₄H₈O*La₂Na₈⁽¹⁴⁺⁾; at 80 ℃; for 6h; Inert atmosphere;

Reference yield: 98.0%

pyrrolidine (123-75-1) + benzoic acid (65-85-0,8013-63-6) → n-benzoylpyrrolidine (3389-54-6)

Guidance literature:

With tetramethylorthosilicate; In toluene; at 110 ℃; for 7h; Inert atmosphere;

DOI:10.1021/acs.orglett.7b03841

upstream raw materials:

pyrrolidine

benzoyl chloride

N-benzoylpyrrole

bromobenzene

Downstream raw materials:

4-(2-methyl-[1,3]dioxolan-2-yl)-1-phenyl-butan-1-one

(1-methyl-1H-imidazol-2-yl)(phenyl)methanone

phenyl <2-(pyrrolidin-1-yl)thiazol-5-yl> ketone

N-benzylpyrrolidine

Refernces

• 1、 Gholipour, Behnam,Liu, Xiao,Rostamnia, Sadegh,Zonouzi, Afsaneh. "Single-pot tandem oxidative/C-H modification amidation process using ultrasmall PdNP-encapsulated porous organosilica nanotubes". . p. 4276 - 4287. Retrieved 2022/02/16.
• 2、 Berger, Martin,Kaiser, Daniel,Maulide, Nuno,Spie?, Philipp. "Direct Synthesis of Enamides via Electrophilic Activation of Amides". supporting information. p. 10524 - 10529. Retrieved 2021/07/28.