1-Benzyl-2-pyrrolidinone

Base Information

• Chemical Name: 1-Benzyl-2-pyrrolidinone
• CAS No.: 5291-77-0
• Molecular Formula: C11H13NO
• Molecular Weight: 175.23
• Hs Code.: 29339900
• European Community (EC) Number: 226-131-5
• NSC Number: 30184
• DSSTox Substance ID: DTXSID70200959
• Nikkaji Number: J236.471I
• Wikidata: Q72442947
• ChEMBL ID: CHEMBL388086
• Mol file: 5291-77-0.mol

Synonyms:1-benzylpyrrolidin-2-one;1-Benzyl-2-pyrrolidinone;5291-77-0;2-Pyrrolidinone, 1-(phenylmethyl)-;N-Benzyl-2-pyrrolidone;1-Benzyl-2-pyrrolidone;N-Benzyl-2-pyrrolidinone;N-Benzylpyrrolidone;1-Benzyl-pyrrolidin-2-one;EINECS 226-131-5;MFCD00003195;N-Benzylpyrrolidin-2-one;1-benzylpyrrolidone;NSC30184;N-benzylpyrrolidinone;HEPTYLTHIOCYANATE;1-benzyl-2-oxopyrrolidine;1-Benzylazacyclopentan-2-one;2-Pyrrolidinone, 1-benzyl-;MLS001074862;SCHEMBL180739;1-benzyl-azacyclopentan-2-one;1-Phenylmethyl-2-pyrrolidinone;BDBM7816;CHEMBL388086;DTXSID70200959;1-(phenylmethyl)-2-pyrrolidinone;1-Benzyl-2-pyrrolidinone, 98%;HMS2234P03;HMS3372N20;NSC 30184;NSC-30184;STK510265;AKOS005169162;AB00299;AC-7585;CS-W017444;FS-2416;NCGC00246986-01;SMR000568394;SY019726;FT-0635601;EN300-82942;F14838;W-202997

Chemical Property of 1-Benzyl-2-pyrrolidinone

Chemical Property:

• Appearance/Colour: clear colourless to yellow liquid
• Vapor Pressure: 7.23E-05mmHg at 25°C
• Melting Point: 154 - 156oC
• Refractive Index: n20/D 1.552(lit.)
• Boiling Point: 343.041 °C at 760 mmHg
• PKA: -0.44±0.20(Predicted)
• Flash Point: 141.343 °C
• PSA: 20.31000
• Density: 1.134 g/cm³
• LogP: 1.74690
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 175.099714038
• Heavy Atom Count: 13
• Complexity: 185

Purity/Quality:

99% ^*data from raw suppliers

1-Benzylpyrrolidin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1)CC2=CC=CC=C2
• Uses: 1-Benzyl-2-pyrrolidinone undergoes reduction in THF with lithium N,N-dialkylaminoborohydrides to yield N-benzylpyrrolidine. It is used in agrochemical, pharmaceutical and dyestuff field.

Technology Process of 1-Benzyl-2-pyrrolidinone

There total 69 articles about 1-Benzyl-2-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: 100.0%

N-benzylazetidine-2-carbaldehyde (534616-88-1) → 1-benzyl-2-pyrrolidone (5291-77-0)

Guidance literature:

With 2-pentafluorophenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ol102536s

Reference yield: 99.0%

4-butanolide (96-48-0) + benzylamine (100-46-9) → 1-benzyl-2-pyrrolidone (5291-77-0)

Guidance literature:

With 1-butyl-3-methylimidazolium Tetrafluoroborate; In 1,4-dioxane; at 220 ℃; for 0.583333h; Microwave irradiation;

DOI:10.1021/jo8015264

Reference yield: 96.0%

N-benzyl-4-chlorobutanamide (22813-61-2) → 1-benzyl-2-pyrrolidone (5291-77-0)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.3987/COM-97-8061

upstream raw materials:

2-pyrrolidinon

4-butanolide

benzylamine

ethyl 4-(N-benzyl-N-(2-ethoxycarbonylethyl))aminobutyrate

Downstream raw materials:

1-(4-nitrobenzyl)pyrrolidin-2-one

N-(p-chlorobenzoyl)-4-benzylaminobutyric acid

5-(1-benzyl-2-pyrrolidinylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

1-benzyl-3-<3,4-(methylenedioxy)phenyl>-2-pyrrolidine

Refernces

• 1、 Tongdee, Satawat,Wei, Duo,Wu, Jiajun,Netkaew, Chakkrit,Darcel, Christophe. "Synthesis of Lactams by Reductive Amination of Carbonyl Derivatives with ω-Amino Fatty Acids under Hydrosilylation Conditions". supporting information. p. 5536 - 5539. Retrieved 2021/08/07.
• 2、 Mkhonazi, Blessing D.,Shandu, Malibongwe,Tshinavhe, Ronewa,Simelane, Sandile B.,Moshapo, Paseka T.. "Solvent-free iron(III) chloride-catalyzed direct amidation of esters". . . Retrieved 2020/03/17.