ethyl 3-(phenylsulfinyl)propanoate

Base Information

• Chemical Name: ethyl 3-(phenylsulfinyl)propanoate
• CAS No.: 53075-94-8
• Molecular Formula: C11H14 O3 S
• Molecular Weight: 226.296
• Mol file: 53075-94-8.mol

Synonyms:Ethyl3-(phenylsulfinyl)propionate; NSC 280070

Chemical Property of ethyl 3-(phenylsulfinyl)propanoate

Chemical Property:

• Vapor Pressure: 5.52E-06mmHg at 25°C
• Boiling Point: 380.3°Cat760mmHg
• Flash Point: 183.8°C
• Density: 1.21g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 3-(phenylsulfinyl)propanoate

There total 11 articles about ethyl 3-(phenylsulfinyl)propanoate 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: 97.0%

ethyl 3-(phenylthio)propionate (60805-64-3) → 2-(ethoxycarbonyl)ethyl phenyl sulfoxide (53075-94-8)

Guidance literature:

With tetraethylammonium bromide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In chloroform; water; at 20 ℃; for 4h;

DOI:10.1021/jo034483b

Reference yield: 95.0%

1,1-diethoxy-3-(phenylsulfenyl)propyl ethyl ether (342885-78-3) → 2-(ethoxycarbonyl)ethyl phenyl sulfoxide (53075-94-8) + phenyl 3,3,3-triethoxypropyl sulfoxide

Guidance literature:

With 3-(4-nitrophenyl)-2-p-tolylsulfonyloxaziridine; In dichloromethane; for 0.0333333h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(01)00078-3

Reference yield:

ethyl acrylate (140-88-5,9003-32-1) → 2-(ethoxycarbonyl)ethyl phenyl sulfoxide (53075-94-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / Bu₄NF / tetrahydrofuran

2: 84 percent / m-chloroperbenzoic acid (mCPBA) / CHCl₃ / -5 - 0 °C

With tetrabutyl ammonium fluoride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; chloroform;

DOI:10.1016/S0040-4039(00)97909-7

upstream raw materials:

vinyl propionate

thiophenol

ethyl 3-(phenylthio)propionate

1,1-diethoxy-3-(phenylsulfenyl)propyl ethyl ether

Downstream raw materials:

3-Benzenesulfinyl-3-fluoro-propionic acid ethyl ester

Refernces

• 1、 Salgaonkar, Paresh D.,Shukla, Vidyanand G.,Akamanchi. "Iodic acid (HIO3) in combination with tetraethylammonium bromide as a catalyst for selective and accelerated sulfoxidation". . p. 2805 - 2810. Retrieved 2007/10/03.
• 2、 Shukla, Vidyanand G.,Salgaonkar, Paresh D.,Akamanchi, Krishnacharya G.. "A mild, chemoselective oxidation of sulfides to sulfoxides using o-iodoxybenzoic acid and tetraethylammonium bromide as catalyst". . p. 5422 - 5425. Retrieved 2007/10/03.