1-Methyl-3-(trimethylsilyl)-2-pyrrolidinone

Base Information

• Chemical Name: 1-Methyl-3-(trimethylsilyl)-2-pyrrolidinone
• CAS No.: 72578-86-0
• Molecular Formula: C8H17 N O Si
• Molecular Weight: 0
• DSSTox Substance ID: DTXSID60993429
• Nikkaji Number: J1.942.048E
• Mol file: 72578-86-0.mol

Synonyms:1-Methyl-3-(trimethylsilyl)-2-pyrrolidinone;BRN 5329961;72578-86-0;1-Methyl-(3-trimethylsilyl)pyrrolidone-2;2-Pyrrolidinone, 1-methyl-3-(trimethylsilyl)-;1-METHYL-3-(TRIMETHYLSILYL)PYRROLIDIN-2-ONE;1-methyl-3-trimethylsilylpyrrolidin-2-one;C8H17NOSi;C8-H17-N-O-Si;DTXSID60993429;AKOS006279574;LS-138933;3-(Trimethylsilyl)-1-methylpyrrolidine-2-one

Chemical Property of 1-Methyl-3-(trimethylsilyl)-2-pyrrolidinone

Chemical Property:

• Vapor Pressure: 0.0516mmHg at 25°C
• Boiling Point: 234.9°C at 760 mmHg
• Flash Point: 95.9°C
• PSA: 20.31000
• Density: 0.93g/cm³
• LogP: 1.49480
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 171.107940700
• Heavy Atom Count: 11
• Complexity: 173

Purity/Quality:

1-METHYL-(3-TRIMETHYLSILYL)PYRROLIDONE-2 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC(C1=O)[Si](C)(C)C

Technology Process of 1-Methyl-3-(trimethylsilyl)-2-pyrrolidinone

There total 2 articles about 1-Methyl-3-(trimethylsilyl)-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: 85.0%

1-methyl-pyrrolidin-2-one (872-50-4,26138-58-9) + chloro-trimethyl-silane (75-77-4) → 1-methyl-3-(trimethylsilyl)-2-pyrrolidinone (72578-86-0)

Guidance literature:

1-methyl-pyrrolidin-2-one; With lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene; at -78 ℃; for 0.166667h;

chloro-trimethyl-silane; In tetrahydrofuran; n-heptane; ethylbenzene; at -78 - 20 ℃; for 3h;

DOI:10.1021/jo026438u

Reference yield: 71.0%

methyl bromide (74-83-9) + 3-Trimethylsilyl-2-pyrrolidone (138142-34-4,406497-08-3) → 1-methyl-3-(trimethylsilyl)-2-pyrrolidinone (72578-86-0)

Guidance literature:

3-Trimethylsilyl-2-pyrrolidone; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h; Schlenk technique; Inert atmosphere;

methyl bromide; In tetrahydrofuran; hexane; at -78 - 20 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1039/c6cc00700g

Reference yield: 85.0%

para-methoxynitrobenzene (100-17-4) + 1-methyl-3-(trimethylsilyl)-2-pyrrolidinone (72578-86-0) → 1-N-methyl-3-(5'-methoxy-2'-nitrophenyl)pyrrolidin-2-one (587874-16-6)

Guidance literature:

para-methoxynitrobenzene; 1-methyl-3-(trimethylsilyl)-2-pyrrolidinone; With tris(dimethylamino)sulfonium trimethylsilyldifluoride; In tetrahydrofuran; acetonitrile; at -78 - 20 ℃; for 15h;

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; acetonitrile; at -78 - 20 ℃;

DOI:10.1021/jo026438u

upstream raw materials:

1-methyl-pyrrolidin-2-one

chloro-trimethyl-silane

methyl bromide

3-Trimethylsilyl-2-pyrrolidone

Downstream raw materials:

1-methyl-3-trifluoroacetyl-2-pyrrolidinone

1-N-methyl-3-(5'-methoxy-2'-nitrophenyl)pyrrolidin-2-one

1,3-dimethyl-3-(2'-amino-5'-methoxyphenyl)pyrrolidin-2-one

1,3-dimethyl-3-(5'-methoxy-2'-nitrophenyl)pyrrolidin-2-one

Refernces

• 1、 Rege, Pankaj D.,Johnson, Francis. "Application of vicarious nucleophilic substitution to the total synthesis of dl-physostigmine". . p. 6133 - 6139. Retrieved 2007/10/03.