(E)-4-(4-bromophenyl)-4-phenyl-3-(trifluoromethyl)but-3-enal

Base Information

• Chemical Name: (E)-4-(4-bromophenyl)-4-phenyl-3-(trifluoromethyl)but-3-enal
• CAS No.: 1644563-13-2
• Molecular Formula: C₁₇H₁₂BrF₃O
• Molecular Weight: 369.181
• Mol file: 1644563-13-2.mol

Synonyms:(E)-4-(4-bromophenyl)-4-phenyl-3-(trifluoromethyl)but-3-enal

Chemical Property of (E)-4-(4-bromophenyl)-4-phenyl-3-(trifluoromethyl)but-3-enal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-4-(4-bromophenyl)-4-phenyl-3-(trifluoromethyl)but-3-enal

There total 3 articles about (E)-4-(4-bromophenyl)-4-phenyl-3-(trifluoromethyl)but-3-enal 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: 50.0%

Togni's reagent II (887144-94-7) + 1-(4-bromophenyl)-4-phenylbut-3-yn-1-ol (1046055-85-9) → (E)-4-(4-bromophenyl)-4-phenyl-3-(trifluoromethyl)but-3-enal (1644563-13-2) + 7-bromo-4-phenyl-3-(trifluoromethyl)-1,2-dihydronaphthalen-1-ol (1644562-76-4)

Guidance literature:

With copper(l) iodide; In chloroform; at 30 ℃; for 24h; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201403383

Reference yield: 49.0%

Togni's reagent II (887144-94-7) + 1-(4-bromophenyl)-4-phenylbut-3-yn-1-ol (1046055-85-9) → (E)-4-(4-bromophenyl)-4-phenyl-3-(trifluoromethyl)but-3-enal (1644563-13-2)

Guidance literature:

With copper(l) iodide; In chloroform; at 30 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jacs.9b11716

Reference yield:

4-bromo-benzaldehyde (1122-91-4) → (E)-4-(4-bromophenyl)-4-phenyl-3-(trifluoromethyl)but-3-enal (1644563-13-2)

Guidance literature:

Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate; 2,2,6,6-tetramethyl-piperidine; (1,2,3,4,5-pentamethylcyclopentadienyl)(tetrahydrofuran)dicarbonyliron(II) tetrafluoroborate / toluene / 24 h / 100 °C

2: copper(l) iodide / chloroform / 24 h / 30 °C / Inert atmosphere

With 2,2,6,6-tetramethyl-piperidine; copper(l) iodide; (1,2,3,4,5-pentamethylcyclopentadienyl)(tetrahydrofuran)dicarbonyliron(II) tetrafluoroborate; boron trifluoride diethyl etherate; In chloroform; toluene;

DOI:10.1021/jacs.9b11716

upstream raw materials:

Togni's reagent II

1-(4-bromophenyl)-4-phenylbut-3-yn-1-ol

4-bromo-benzaldehyde