3-benzyl-5-[(4-bromophenyl)difluoromethyl]-3H-[1,2,3]triazole-4-carboxylic acid ethyl ester

Base Information

Chemical Name:3-benzyl-5-[(4-bromophenyl)difluoromethyl]-3H-[1,2,3]triazole-4-carboxylic acid ethyl ester
CAS No.:1311146-55-0
Molecular Formula:C₁₉H₁₆BrF₂N₃O₂
Molecular Weight:436.256
Hs Code.:

Synonyms:3-benzyl-5-[(4-bromophenyl)difluoromethyl]-3H-[1,2,3]triazole-4-carboxylic acid ethyl ester

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Chemical Property of 3-benzyl-5-[(4-bromophenyl)difluoromethyl]-3H-[1,2,3]triazole-4-carboxylic acid ethyl ester

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Technology Process of 3-benzyl-5-[(4-bromophenyl)difluoromethyl]-3H-[1,2,3]triazole-4-carboxylic acid ethyl ester

There total 5 articles about 3-benzyl-5-[(4-bromophenyl)difluoromethyl]-3H-[1,2,3]triazole-4-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: 30.0%

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

: 622-79-7
benzyl azide

: 1311146-55-0
3-benzyl-5-[(4-bromophenyl)difluoromethyl]-3H-[1,2,3]triazole-4-carboxylic acid ethyl ester

: 1311146-56-1
1-benzyl-5-[(4-bromophenyl)difluoromethyl]-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester

Guidance literature:: at 60 ℃; for 6h; regioselective reaction; Neat (no solvent);
DOI:10.1016/j.tet.2011.03.073

Reference yield:

: 1122-91-4
4-bromo-benzaldehyde

: 1311146-55-0
3-benzyl-5-[(4-bromophenyl)difluoromethyl]-3H-[1,2,3]triazole-4-carboxylic acid ethyl ester

: 1311146-56-1
1-benzyl-5-[(4-bromophenyl)difluoromethyl]-1H-[1,2,3]triazole-4-carboxylic 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: 6 h / 60 °C / Neat (no solvent)

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

Reference yield:

: 623-47-2
propynoic acid ethyl ester

: 1311146-55-0
3-benzyl-5-[(4-bromophenyl)difluoromethyl]-3H-[1,2,3]triazole-4-carboxylic acid ethyl ester

: 1311146-56-1
1-benzyl-5-[(4-bromophenyl)difluoromethyl]-1H-[1,2,3]triazole-4-carboxylic 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: 6 h / 60 °C / Neat (no solvent)

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