methyl 2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-2-phenylacetate

Base Information

• Chemical Name: methyl 2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-2-phenylacetate
• CAS No.: 1179348-58-3
• Molecular Formula: C₁₁H₁₄O₃S
• Molecular Weight: 226.296
• Mol file: 1179348-58-3.mol

Synonyms:methyl 2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-2-phenylacetate

Chemical Property of methyl 2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-2-phenylacetate

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of methyl 2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-2-phenylacetate

There total 5 articles about methyl 2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-2-phenylacetate 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: 93.0%

Methyl phenyldiazoacetate (22979-35-7) + dimethyl sulfoxide (67-68-5,8070-53-9) → methyl 2-(dimethyl(oxo)-λ6-sulfaneylidene)-2-phenylacetate (1179348-58-3)

Guidance literature:

In dichloromethane; at 20 ℃; for 3h; Solvent; Reagent/catalyst; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1002/cjoc.202100064

Reference yield: 82.0%

bromobenzene (108-86-1,52753-63-6) + methyl 2-(dimethyl(oxo)-λ6-sulfanylidene) acetate → methyl 2-(dimethyl(oxo)-λ6-sulfaneylidene)-2-phenylacetate (1179348-58-3)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri-tert-butyl phosphine; caesium carbonate; In acetonitrile; at 80 ℃; for 15h; Schlenk technique; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03744

Reference yield: 56.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + Methyl phenyldiazoacetate (22979-35-7) + dimethyl sulfoxide (67-68-5,8070-53-9) → methyl 2-(dimethyl(oxo)-λ6-sulfaneylidene)-2-phenylacetate (1179348-58-3) + (+/-)-methyl 1β,2β-diphenylcyclopropane-1α-carboxylate (42400-68-0,42333-10-8)

Guidance literature:

In dichloromethane; for 3h; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1002/cjoc.202100064

upstream raw materials:

benzeneacetic acid methyl ester

Methyl phenyldiazoacetate

dimethyl sulfoxide

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

Downstream raw materials:

benzeneacetic acid methyl ester

(S)-methyl 2-phenyl-2-(phenylthio)acetate

Refernces

• 1、 Khade, Vikas V.,Thube, Archana S.,Warghude, Prakash K.,Bhat, Ramakrishna G.. "DABCO mediated one pot synthesis of sulfoxonium ylides under blue LED". supporting information. . Retrieved 2021/07/25.
• 2、 Ramakrishna, Kankanala,Jayarani, Arumugam,Koothradan, Fathima Febin,Sivasankar, Chinnappan. "An efficient method to prepare sulfoxonium ylides and their reactivity studies using copper powder and Sc(III) as catalysts: Molecular and electronic structure analysis". . . Retrieved 2020/06/02.