1-Tosyl-3-pyrrolidinone

Base Information

• Chemical Name: 1-Tosyl-3-pyrrolidinone
• CAS No.: 73696-28-3
• Molecular Formula: C11H13NO3S
• Molecular Weight: 239.29
• Mol file: 73696-28-3.mol

Synonyms:1-[(4-Methylphenyl)sulfonyl]-3-pyrrolidinone;

Chemical Property of 1-Tosyl-3-pyrrolidinone

Chemical Property:

• Vapor Pressure: 7.8E-07mmHg at 25°C
• Melting Point: 118 °C
• Refractive Index: 1.589
• Boiling Point: 407 °C at 760 mmHg
• PKA: -8.61±0.20(Predicted)
• Flash Point: 199.9 °C
• Density: 1.33 g/cm³
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol

Purity/Quality:

NLT 98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-Tosyl-3-pyrrolidinone (cas# 73696-28-3) is a compound useful in organic synthesis.

Technology Process of 1-Tosyl-3-pyrrolidinone

There total 11 articles about 1-Tosyl-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: 85.0%

3-azido-3-fluoro-1-tosylpyrrolidine → 1-[(4-methylphenyl)sulfonyl]pyrrolidin-3-one (73696-28-3)

Guidance literature:

With hydrogenchloride; water; In dichloromethane; at 20 ℃;

DOI:10.1002/asia.202001175

Reference yield: 77.0%

1-tosyl-3-(R)-(-)-hydroxypyrrolidine (170456-83-4) → 1-[(4-methylphenyl)sulfonyl]pyrrolidin-3-one (73696-28-3)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; Ambient temperature;

DOI:10.3987/COM-94-6916

Reference yield: 70.0%

4-methyl-N-(pent-3-yn-1-yl)benzenesulfonamide (757998-08-6) → 1-[(4-methylphenyl)sulfonyl]pyrrolidin-3-one (73696-28-3)

Guidance literature:

With 2-bromopyridine-N-oxide; methanesulfonic acid; Et₃PAuNTf₂; In 1,2-dichloro-ethane; at 20 ℃; for 5h;

DOI:10.1039/c3cc49238a

upstream raw materials:

N-(4-diazo-3-oxo-butyl)-toluene-4-sulfonamide

1-tosyl-3-(R)-(-)-hydroxypyrrolidine

toluene-4-sulfonamide

1-[(4-methylphenyl)sulfonyl]-2,5-dihydro-1H-pyrrole

Downstream raw materials:

2-methyl-5-(toluene-4-sulfonyl)-4,6-dihydro-5H-pyrrolo<3,4-d>thiazole

2-methyl-5-(toluene-4-sulfonyl)-4,5,6,6a-tetrahydropyrrolo<4,3-d>thiazol-3a-ol

2-Methylamino-5-(toluene-4-sulfonyl)-4,5,6,6a-tetrahydro-pyrrolo[3,4-d]thiazol-3a-ol

2-(N-t-butoxycarbonylmethylamino)-5-(toluene-4-sulfonyl)-4,6-dihydro-5H-pyrrolo<3,4-d>thiazole

Refernces

• 1、 Wegener, Michael,Huber, Florian,Bolli, Christoph,Jenne, Carsten,Kirsch, Stefan F.. "Silver-free activation of ligated gold(I) chlorides: The use of [Me3NB12Cl11]- as a weakly coordinating anion in homogeneous gold catalysis". supporting information. p. 1328 - 1336. Retrieved 2015/02/05.
• 2、 Yeom, Hyun-Suk,So, Eunsu,Shin, Seunghoon. "Gold-catalyzed synthesis of 3-pyrrolidinones and nitrones from N-sulfonyl hydroxylamines via oxygen-transfer redox and 1,3-sulfonyl migration". . p. 1764 - 1767. Retrieved 2011/04/16.