diethyl {[(3E)-1-(2,4-dichlorobenzyl)-2-oxoindolin-3-ylidene]methyl}phophonate

Base Information

• Chemical Name: diethyl {[(3E)-1-(2,4-dichlorobenzyl)-2-oxoindolin-3-ylidene]methyl}phophonate
• CAS No.: 1267807-76-0
• Molecular Formula: C₂₀H₂₀Cl₂NO₄P
• Molecular Weight: 440.263
• Mol file: 1267807-76-0.mol

Synonyms:diethyl {[(3E)-1-(2,4-dichlorobenzyl)-2-oxoindolin-3-ylidene]methyl}phophonate

Chemical Property of diethyl {[(3E)-1-(2,4-dichlorobenzyl)-2-oxoindolin-3-ylidene]methyl}phophonate

Chemical Property:

Purity/Quality:

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Technology Process of diethyl {[(3E)-1-(2,4-dichlorobenzyl)-2-oxoindolin-3-ylidene]methyl}phophonate

There total 1 articles about diethyl {[(3E)-1-(2,4-dichlorobenzyl)-2-oxoindolin-3-ylidene]methyl}phophonate 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: 72.0%

Tetraethyl methylenediphosphonate (1660-94-2) + 1-(2,4-dichlorobenzyl)indoline-2,3-dione (79183-24-7) → diethyl {[(3E)-1-(2,4-dichlorobenzyl)-2-oxoindolin-3-ylidene]methyl}phophonate (1267807-76-0)

Guidance literature:

Tetraethyl methylenediphosphonate; With lithium diisopropyl amide; In tetrahydrofuran; at 0 - 20 ℃; for 1h; Inert atmosphere;

1-(2,4-dichlorobenzyl)indoline-2,3-dione; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201001021

Reference yield: 67.0%

diethyl {[(3E)-1-(2,4-dichlorobenzyl)-2-oxoindolin-3-ylidene]methyl}phophonate (1267807-76-0) → diethyl trans-1-(2,4-dichlorobenzyl)-2-oxospiro[indoline-3,2'-oxiran]-3'-ylphosphonate + diethyl cis-1-(2,4-dichlorobenzyl)-2-oxospiro[indoline-3,2'-oxiran]-3'-ylphosphonate

Guidance literature:

With dihydrogen peroxide; sodium hydroxide; In ethanol; water; at 20 - 25 ℃; for 2h; optical yield given as %de; stereoselective reaction;

DOI:10.1002/ejoc.201001021

Reference yield: 29.0%

diethyl {[(3E)-1-(2,4-dichlorobenzyl)-2-oxoindolin-3-ylidene]methyl}phophonate (1267807-76-0) + ethyl N-{[(4-nitrobenzene)sulfonyl]oxy}carbamate (2955-74-0) → ethyl 1'-(2,4-dichlorobenzyl)-3-(diethoxyphosphoryl)-2'-oxospiro[aziridine-2,3'-indoline]-1-carboxylate

Guidance literature:

With calcium oxide; In dichloromethane; at 20 ℃; for 24h; stereoselective reaction;

DOI:10.1002/ejoc.201001021

upstream raw materials:

Tetraethyl methylenediphosphonate

1-(2,4-dichlorobenzyl)indoline-2,3-dione