2-[(4-bromophenyl)difluoromethyl]-4,5-dimethylcyclohexa-1,4-dienecarboxylic acid ethyl ester

Base Information

Chemical Name:2-[(4-bromophenyl)difluoromethyl]-4,5-dimethylcyclohexa-1,4-dienecarboxylic acid ethyl ester
CAS No.:1311146-40-3
Molecular Formula:C₁₈H₁₉BrF₂O₂
Molecular Weight:385.248
Hs Code.:

Synonyms:2-[(4-bromophenyl)difluoromethyl]-4,5-dimethylcyclohexa-1,4-dienecarboxylic acid ethyl ester

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Chemical Property of 2-[(4-bromophenyl)difluoromethyl]-4,5-dimethylcyclohexa-1,4-dienecarboxylic acid ethyl ester

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Technology Process of 2-[(4-bromophenyl)difluoromethyl]-4,5-dimethylcyclohexa-1,4-dienecarboxylic acid ethyl ester

There total 6 articles about 2-[(4-bromophenyl)difluoromethyl]-4,5-dimethylcyclohexa-1,4-dienecarboxylic 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: 98.0%

: 1311146-39-0
4-(4-bromophenyl)-4,4-difluorobut-2-ynoic acid ethyl ester

: 513-81-5
2,3-dimethyl-buta-1,3-diene

: 1311146-40-3
2-[(4-bromophenyl)difluoromethyl]-4,5-dimethylcyclohexa-1,4-dienecarboxylic acid ethyl ester

Guidance literature:: at 80 ℃; Neat (no solvent);
DOI:10.1016/j.tet.2011.03.073

Reference yield:

: 1122-91-4
4-bromo-benzaldehyde

: 1311146-40-3
2-[(4-bromophenyl)difluoromethyl]-4,5-dimethylcyclohexa-1,4-dienecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -90 - -80 °C / Inert atmosphere

1.2: 0.33 h / -80 °C

1.3: 2.5 h / -80 °C / Cooling with ice

2.1: ammonium chloride / tetrahydrofuran; hexane

3.1: Jones reagent / acetone / 20 °C

4.1: ethanol; diethylamino-sulfur trifluoride / 8 h / 65 °C

5.1: 80 °C / Neat (no solvent)

With Jones reagent; n-butyllithium; ethanol; diethylamino-sulfur trifluoride; ammonium chloride; In tetrahydrofuran; hexane; acetone; 3.1: Jones oxidation / 5.1: Diels-Alder reaction;
DOI:10.1016/j.tet.2011.03.073

Reference yield:

: 623-47-2
propynoic acid ethyl ester

: 1311146-40-3
2-[(4-bromophenyl)difluoromethyl]-4,5-dimethylcyclohexa-1,4-dienecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -90 - -80 °C / Inert atmosphere

1.2: 0.33 h / -80 °C

1.3: 2.5 h / -80 °C / Cooling with ice

2.1: ammonium chloride / tetrahydrofuran; hexane

3.1: Jones reagent / acetone / 20 °C

4.1: ethanol; diethylamino-sulfur trifluoride / 8 h / 65 °C

5.1: 80 °C / Neat (no solvent)

With Jones reagent; n-butyllithium; ethanol; diethylamino-sulfur trifluoride; ammonium chloride; In tetrahydrofuran; hexane; acetone; 3.1: Jones oxidation / 5.1: Diels-Alder reaction;
DOI:10.1016/j.tet.2011.03.073