ethyl 4-[1-(3,5-dimethylbenzyl)-5-chloro-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate

Base Information

Chemical Name:ethyl 4-[1-(3,5-dimethylbenzyl)-5-chloro-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate
CAS No.:1594965-53-3
Molecular Formula:C₂₃H₂₂ClNO₄
Molecular Weight:411.885
Hs Code.:

Synonyms:ethyl 4-[1-(3,5-dimethylbenzyl)-5-chloro-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate

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Chemical Property of ethyl 4-[1-(3,5-dimethylbenzyl)-5-chloro-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate

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Technology Process of ethyl 4-[1-(3,5-dimethylbenzyl)-5-chloro-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate

There total 3 articles about ethyl 4-[1-(3,5-dimethylbenzyl)-5-chloro-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate 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: 89.0%

: 1594965-15-7
3-acetyl-1-(3,5-dimethylbenzyl)-5-chloro-1H-indole

: 95-92-1
oxalic acid diethyl ester

: 1594965-53-3
ethyl 4-[1-(3,5-dimethylbenzyl)-5-chloro-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate

Guidance literature:: With sodium methylate; In tetrahydrofuran; at 50 ℃; for 0.0666667h; Microwave irradiation;
DOI:10.1016/j.bmc.2014.02.012

Reference yield:

: 17422-32-1
5-chloro-1H-indole

: 1594965-53-3
ethyl 4-[1-(3,5-dimethylbenzyl)-5-chloro-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: trichlorophosphate / 12 h / 20 °C / Cooling with ice

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.03 h / 0 °C

2.2: 0.17 h / 50 °C / Microwave irradiation

3.1: sodium methylate / tetrahydrofuran / 0.07 h / 50 °C / Microwave irradiation

With sodium methylate; sodium hydride; trichlorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil; 1.1: |Vilsmeier Reaction;
DOI:10.1016/j.bmc.2014.02.012

Reference yield:

: 51843-24-4
1-(5-chloro-1H-indol-3-yl)ethan-1-one

: 1594965-53-3
ethyl 4-[1-(3,5-dimethylbenzyl)-5-chloro-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.03 h / 0 °C

1.2: 0.17 h / 50 °C / Microwave irradiation

2.1: sodium methylate / tetrahydrofuran / 0.07 h / 50 °C / Microwave irradiation

With sodium methylate; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.bmc.2014.02.012