(E)-1-(4-chlorophenyl)-2-fluoro-4-phenylbut-1-en-3-yne

Base Information

• Chemical Name: (E)-1-(4-chlorophenyl)-2-fluoro-4-phenylbut-1-en-3-yne
• CAS No.: 130490-13-0
• Molecular Formula: C₁₆H₁₀ClF
• Molecular Weight: 256.707
• Mol file: 130490-13-0.mol

Synonyms:(E)-1-(4-chlorophenyl)-2-fluoro-4-phenylbut-1-en-3-yne

Chemical Property of (E)-1-(4-chlorophenyl)-2-fluoro-4-phenylbut-1-en-3-yne

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-1-(4-chlorophenyl)-2-fluoro-4-phenylbut-1-en-3-yne

There total 4 articles about (E)-1-(4-chlorophenyl)-2-fluoro-4-phenylbut-1-en-3-yne 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: 75.0%

(2-bromo-2-fluorovinyl)-4-chlorobenzene (130490-06-1) + phenylacetylene (536-74-3) → (E)-1-(4-chlorophenyl)-2-fluoro-4-phenylbut-1-en-3-yne (130490-13-0)

Guidance literature:

With palladium diacetate; N-butylamine; triphenylphosphine; for 3h; Heating;

Reference yield:

cis-4-Chlor-α-fluor-zimtsaeure (26928-15-4) → (E)-1-(4-chlorophenyl)-2-fluoro-4-phenylbut-1-en-3-yne (130490-13-0)

Guidance literature:

Multi-step reaction with 4 steps

1: Br₂ / CCl₄ / 25 - 60 deg C, 10-120 min

2: 88 percent / Br₂ / CCl₄ / 5 h / Heating

3: 59 percent / n-Bu₄N⁺ OH^- / acetone / 17 h / Heating

4: 73 percent / Pd(OAc)2, PPh₃ / various solvent(s) / 3 h / Heating

With palladium diacetate; tetra(n-butyl)ammonium hydroxide; bromine; triphenylphosphine; bromine; In tetrachloromethane; acetone;

DOI:10.1016/S0040-4039(00)97645-7

Reference yield:

Z-2-fluoro-3-(4-chlorophenyl)acrylic acid (26928-16-5) → (E)-1-(4-chlorophenyl)-2-fluoro-4-phenylbut-1-en-3-yne (130490-13-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / Br₂ / CCl₄ / 5 h / Heating

2: 69 percent / tetrabutylammonium hydroxide / acetone; H₂O / 18 h / Heating

3: 75 percent / triphenylphosphine, palladium diacetate, butylamine / 3 h / Heating

With tetra(n-butyl)ammonium hydroxide; bromine; palladium diacetate; N-butylamine; triphenylphosphine; In tetrachloromethane; water; acetone;

upstream raw materials:

(2-bromo-2-fluorovinyl)-4-chlorobenzene

phenylacetylene

Z-2-fluoro-3-(4-chlorophenyl)acrylic acid

(2R,3S)-2,3-Dibromo-3-(4-chloro-phenyl)-2-fluoro-propionic acid