2-bromo-1-[2-carboxy-6-(trifluoromethyl)phenyl]-1H-pyrrole-5-carboxylic acid

Base Information

Chemical Name:2-bromo-1-[2-carboxy-6-(trifluoromethyl)phenyl]-1H-pyrrole-5-carboxylic acid
CAS No.:1376707-87-7
Molecular Formula:C₁₃H₇BrF₃NO₄
Molecular Weight:378.102
Hs Code.:

Synonyms:2-bromo-1-[2-carboxy-6-(trifluoromethyl)phenyl]-1H-pyrrole-5-carboxylic acid

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Chemical Property of 2-bromo-1-[2-carboxy-6-(trifluoromethyl)phenyl]-1H-pyrrole-5-carboxylic acid

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Technology Process of 2-bromo-1-[2-carboxy-6-(trifluoromethyl)phenyl]-1H-pyrrole-5-carboxylic acid

There total 4 articles about 2-bromo-1-[2-carboxy-6-(trifluoromethyl)phenyl]-1H-pyrrole-5-carboxylic acid 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: 87.0%

: 124-38-9,18923-20-1
carbon dioxide

: 1376707-80-0
2,5-dibromo-1-[2-bromo-6-(trifluoromethyl)phenyl]-1H-pyrrole

: 1376707-87-7
2-bromo-1-[2-carboxy-6-(trifluoromethyl)phenyl]-1H-pyrrole-5-carboxylic acid

Guidance literature:: 2,5-dibromo-1-[2-bromo-6-(trifluoromethyl)phenyl]-1H-pyrrole; With n-butyllithium; In diethyl ether; hexane; at -75 ℃; for 0.25h; Inert atmosphere;

carbon dioxide; In diethyl ether; hexane; at -190 - 20 ℃; Inert atmosphere;

With hydrogenchloride; In diethyl ether; hexane; water; ethyl acetate; at 20 ℃; regioselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2012.03.070

Reference yield:

: 1376707-79-7
2-bromo-1-[2-bromo-6-(trifluoromethyl)phenyl]-1H-pyrrole

: 1376707-87-7
2-bromo-1-[2-carboxy-6-(trifluoromethyl)phenyl]-1H-pyrrole-5-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 0.33 h / 0 °C

2.1: n-butyllithium / diethyl ether; hexane / 0.25 h / -75 °C / Inert atmosphere

2.2: -190 - 20 °C / Inert atmosphere

2.3: 20 °C / Inert atmosphere

With N-Bromosuccinimide; n-butyllithium; In diethyl ether; hexane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2012.03.070

Reference yield:

: 89108-30-5
1-<(2-trifluoromethyl)phenyl>pyrrole

: 1376707-87-7
2-bromo-1-[2-carboxy-6-(trifluoromethyl)phenyl]-1H-pyrrole-5-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium; potassium tert-butylate / diethyl ether; hexane / 1 h / -75 - -40 °C / Inert atmosphere

1.2: -75 - 25 °C / Inert atmosphere

2.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 0.33 h / 0 °C

3.1: n-butyllithium / diethyl ether; hexane / 0.25 h / -75 °C / Inert atmosphere

3.2: -190 - 20 °C / Inert atmosphere

3.3: 20 °C / Inert atmosphere

With N-Bromosuccinimide; n-butyllithium; potassium tert-butylate; In diethyl ether; hexane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2012.03.070