5-(4-chloro-3-methyl-phenyl)-1-(4-methyl-benzyl)-1H-pyrrole-3-carboxylic acid ethyl ester

Base Information

Chemical Name:5-(4-chloro-3-methyl-phenyl)-1-(4-methyl-benzyl)-1H-pyrrole-3-carboxylic acid ethyl ester
CAS No.:1449692-02-7
Molecular Formula:C₂₂H₂₂ClNO₂
Molecular Weight:367.875
Hs Code.:

Synonyms:5-(4-chloro-3-methyl-phenyl)-1-(4-methyl-benzyl)-1H-pyrrole-3-carboxylic acid ethyl ester

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Chemical Property of 5-(4-chloro-3-methyl-phenyl)-1-(4-methyl-benzyl)-1H-pyrrole-3-carboxylic acid ethyl ester

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Technology Process of 5-(4-chloro-3-methyl-phenyl)-1-(4-methyl-benzyl)-1H-pyrrole-3-carboxylic acid ethyl ester

There total 4 articles about 5-(4-chloro-3-methyl-phenyl)-1-(4-methyl-benzyl)-1H-pyrrole-3-carboxylic acid ethyl ester 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: 69.0%

: 1449692-01-6
5-(4-chloro-3-methyl-phenyl)-1H-pyrrole-3-carboxylic acid ethyl ester

: 104-81-4
4-Methylbenzyl bromide

: 1449692-02-7
5-(4-chloro-3-methyl-phenyl)-1-(4-methyl-benzyl)-1H-pyrrole-3-carboxylic acid ethyl ester

Guidance literature:: 5-(4-chloro-3-methyl-phenyl)-1H-pyrrole-3-carboxylic acid ethyl ester; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 0.25h; Inert atmosphere;

4-Methylbenzyl bromide; In N,N-dimethyl-formamide; mineral oil; for 2h; Inert atmosphere;
DOI:10.1021/jm400070u

Reference yield:

: 1449691-99-9
N-[(4-chloro-3-methyl-phenyl)-(toluene-4-sulfonyl)methyl]formamide

: 1449692-02-7
5-(4-chloro-3-methyl-phenyl)-1-(4-methyl-benzyl)-1H-pyrrole-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: trichlorophosphate / tetrahydrofuran / 0.08 h / 20 °C / Inert atmosphere

1.2: 0.12 h / 3 - 8 °C

2.1: sodium hydride / mineral oil; diethyl ether; dimethyl sulfoxide / 2.25 h / 0 - 10 °C / Inert atmosphere

3.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.25 h / Inert atmosphere

3.2: 2 h / Inert atmosphere

With sodium hydride; trichlorophosphate; In tetrahydrofuran; diethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jm400070u

Reference yield:

: 101349-71-7
4-Chloro-3-methylbenzaldehyde

: 1449692-02-7
5-(4-chloro-3-methyl-phenyl)-1-(4-methyl-benzyl)-1H-pyrrole-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: chloro-trimethyl-silane / toluene; acetonitrile / 5 h / 50 °C / Inert atmosphere

1.2: 5 h / 20 - 50 °C / Inert atmosphere

2.1: trichlorophosphate / tetrahydrofuran / 0.08 h / 20 °C / Inert atmosphere

2.2: 0.12 h / 3 - 8 °C

3.1: sodium hydride / mineral oil; diethyl ether; dimethyl sulfoxide / 2.25 h / 0 - 10 °C / Inert atmosphere

4.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.25 h / Inert atmosphere

4.2: 2 h / Inert atmosphere

With chloro-trimethyl-silane; sodium hydride; trichlorophosphate; In tetrahydrofuran; diethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;
DOI:10.1021/jm400070u