3,3-bis(ethoxymethyl)-1-[chloro(p-tolylsulfinyl)methylidene]cyclobutane

Base Information

Chemical Name:3,3-bis(ethoxymethyl)-1-[chloro(p-tolylsulfinyl)methylidene]cyclobutane
CAS No.:938436-17-0
Molecular Formula:C₁₈H₂₅ClO₃S
Molecular Weight:356.914
Hs Code.:

Synonyms:3,3-bis(ethoxymethyl)-1-[chloro(p-tolylsulfinyl)methylidene]cyclobutane

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Chemical Property of 3,3-bis(ethoxymethyl)-1-[chloro(p-tolylsulfinyl)methylidene]cyclobutane

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Technology Process of 3,3-bis(ethoxymethyl)-1-[chloro(p-tolylsulfinyl)methylidene]cyclobutane

There total 7 articles about 3,3-bis(ethoxymethyl)-1-[chloro(p-tolylsulfinyl)methylidene]cyclobutane 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: 73.0%

: 24824-93-9
chloromethyl p-tolyl sulfoxide

: 854139-19-8
3,3-di(ethoxymethyl)cyclobutanone

: 938436-17-0
3,3-bis(ethoxymethyl)-1-[chloro(p-tolylsulfinyl)methylidene]cyclobutane

Guidance literature:: DOI:10.1016/j.tetlet.2009.02.053

Reference yield:

: acetic acid 1-[chloro-(toluene-4-sulfinyl)-methyl]-3,3-bis-ethoxymethyl-cyclobutyl ester

: 938436-17-0
3,3-bis(ethoxymethyl)-1-[chloro(p-tolylsulfinyl)methylidene]cyclobutane

Guidance literature:: With lithium anion of δ-valerolactam; In tetrahydrofuran; at 0 ℃; for 0.166667h;
DOI:10.1016/j.tet.2007.03.019

Reference yield:

: 938436-27-2
3,3-bis(ethoxymethyl)cyclobutyl benzyl ether

: 938436-17-0
3,3-bis(ethoxymethyl)-1-[chloro(p-tolylsulfinyl)methylidene]cyclobutane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 97 percent / H₂ / Pd on carbon / methanol / 3 h / 20 °C / 760.05 Torr

2.1: 85 percent / IBX / dimethylsulfoxide / 1.5 h

3.1: LDA / tetrahydrofuran / 0.17 h / -78 °C

3.2: tetrahydrofuran / 0.33 h / -78 °C

4.1: pyridine; 4-dimethylaminopyridine / 3 h / 20 °C

5.1: N-lithio-2-piperidone / tetrahydrofuran / 0.17 h / 0 °C

With pyridine; dmap; hydrogen; lithium anion of δ-valerolactam; lithium diisopropyl amide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; palladium on activated charcoal; In tetrahydrofuran; methanol; dimethyl sulfoxide;
DOI:10.1016/j.tet.2007.03.019