1-(2,4-dimethoxybenzyl)-5-methoxy-1'-methylspiro[indoline-3,3'-pyrrolidine]-2,2'-dione

Base Information

Chemical Name:1-(2,4-dimethoxybenzyl)-5-methoxy-1'-methylspiro[indoline-3,3'-pyrrolidine]-2,2'-dione
CAS No.:1370018-47-5
Molecular Formula:C₂₂H₂₄N₂O₅
Molecular Weight:396.443
Hs Code.:

Synonyms:1-(2,4-dimethoxybenzyl)-5-methoxy-1'-methylspiro[indoline-3,3'-pyrrolidine]-2,2'-dione

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Chemical Property of 1-(2,4-dimethoxybenzyl)-5-methoxy-1'-methylspiro[indoline-3,3'-pyrrolidine]-2,2'-dione

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Technology Process of 1-(2,4-dimethoxybenzyl)-5-methoxy-1'-methylspiro[indoline-3,3'-pyrrolidine]-2,2'-dione

There total 4 articles about 1-(2,4-dimethoxybenzyl)-5-methoxy-1'-methylspiro[indoline-3,3'-pyrrolidine]-2,2'-dione 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: 71.0%

: 1370018-46-4
N-(2,4-dimethoxybenzyl)-N-(4-methoxyphenyl)-1-methyl-2-oxopyrrolidine-3-carboxamide

: 1370018-47-5
1-(2,4-dimethoxybenzyl)-5-methoxy-1'-methylspiro[indoline-3,3'-pyrrolidine]-2,2'-dione

Guidance literature:: With copper(II) acetate monohydrate; In 1,3,5-trimethyl-benzene; at 170 ℃; for 1.5h; air atmosphere;
DOI:10.1016/j.tetlet.2012.01.120

Reference yield:

: 872-50-4,26138-58-9
1-methyl-pyrrolidin-2-one

: 1370018-47-5
1-(2,4-dimethoxybenzyl)-5-methoxy-1'-methylspiro[indoline-3,3'-pyrrolidine]-2,2'-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

2.1: 5%-palladium/activated carbon; hydrogen / ethyl acetate / 2 h

3.1: 2-chloro-1-methyl-pyridinium iodide; triethylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere

4.1: copper(II) acetate monohydrate / 1,3,5-trimethyl-benzene / 1.5 h / 170 °C / air atmosphere

With n-butyllithium; 5%-palladium/activated carbon; 2-chloro-1-methyl-pyridinium iodide; hydrogen; copper(II) acetate monohydrate; triethylamine; diisopropylamine; In tetrahydrofuran; dichloromethane; ethyl acetate; 1,3,5-trimethyl-benzene;
DOI:10.1016/j.tetlet.2012.01.120

Reference yield:

: 1370017-97-2
benzyl-1-methyl-2-oxopyrrolidine-3-carboxylate

: 1370018-47-5
1-(2,4-dimethoxybenzyl)-5-methoxy-1'-methylspiro[indoline-3,3'-pyrrolidine]-2,2'-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 5%-palladium/activated carbon; hydrogen / ethyl acetate / 2 h

2: 2-chloro-1-methyl-pyridinium iodide; triethylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere

3: copper(II) acetate monohydrate / 1,3,5-trimethyl-benzene / 1.5 h / 170 °C / air atmosphere

With 5%-palladium/activated carbon; 2-chloro-1-methyl-pyridinium iodide; hydrogen; copper(II) acetate monohydrate; triethylamine; In dichloromethane; ethyl acetate; 1,3,5-trimethyl-benzene;
DOI:10.1016/j.tetlet.2012.01.120