1-Benzyl-3-pyrrolidinone

Base Information

• Chemical Name: 1-Benzyl-3-pyrrolidinone
• CAS No.: 775-16-6
• Molecular Formula: C11H13NO
• Molecular Weight: 175.23
• Hs Code.: 29339900
• European Community (EC) Number: 212-274-0
• UNII: U4F247KXW3
• DSSTox Substance ID: DTXSID60228203
• Nikkaji Number: J193.162H
• Wikidata: Q72442941
• Mol file: 775-16-6.mol

Synonyms:N-benzyl-3-pyrrolidinone

Chemical Property of 1-Benzyl-3-pyrrolidinone

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 7.38E-05mmHg at 25°C
• Refractive Index: n20/D 1.539(lit.)
• Boiling Point: 342.7 °C at 760 mmHg
• PKA: 5.56±0.20(Predicted)
• Flash Point: 116.7 °C
• PSA: 20.31000
• Density: 1.133 g/cm³
• LogP: 1.39930
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 175.099714038
• Heavy Atom Count: 13
• Complexity: 185

Purity/Quality:

99% ^*data from raw suppliers

1-Benzyl-3-pyrrolidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-37/39-24/25-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CC1=O)CC2=CC=CC=C2
• Uses: Substrate used to prepare chiral, alkenyl sulfoximines leading to highly functionalized diazabicycles.1 1-Benzyl-3-pyrrolidinone is a substrate used to prepare chiral, alkenyl sulfoximines leading to highly functionalized diazabicycles. 1-Benzyl-3-pyrrolidinone was used as starting reagent in the synthesis of vinyl triflate. It was used to prepare chiral, alkenyl sulfoximines leading to highly functionalized diazabicycles.

Technology Process of 1-Benzyl-3-pyrrolidinone

There total 10 articles about 1-Benzyl-3-pyrrolidinone 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: 92.0%

(R)-N-benzyl-3-hydroxypyrrolidine (101385-90-4,101930-07-8,101979-03-7,775-15-5) → N-benzyl-3-pyrrolidinone (775-16-6)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; triethylamine; In acetone; at 150 ℃; Flow reactor;

DOI:10.1021/acs.oprd.7b00190

Reference yield: 90.9%

1-benzyl-3-pyrrolidinol (775-15-5) → N-benzyl-3-pyrrolidinone (775-16-6)

Guidance literature:

1-benzyl-3-pyrrolidinol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -65 ℃; for 2h;

With triethylamine; In dichloromethane; at -65 ℃; for 0.5h;

Reference yield: 76.0%

pyrrolidin-3-one (96-42-4) + benzyl alcohol (100-51-6,185532-71-2) → N-benzyl-3-pyrrolidinone (775-16-6)

Guidance literature:

In o-xylene; at 150 ℃; for 30h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.jcat.2019.12.012

upstream raw materials:

3-benzylamino-N,N-diethyl-propionamide

(Tributylstannyl)methyl methanesulfonate

benzylamine

bromomethyl vinyl ketone

Downstream raw materials:

1-benzyl-3-(4-methoxy-phenyl)-pyrrolidin-3-ol

5-benzyl-1-oxa-5-azaspiro[2.4]heptane

3-(1-Benzyl-pyrrolidin-3-ylamino)-4-(2,2-dimethoxy-ethyl)-benzoic acid methyl ester

trifluoromethanesulfonic acid 1-benzyl-2,5-dihydro-1H-pyrrol-3-yl ester