3-Phenyl-3-acetoxy-1-butyne

Base Information

• Chemical Name: 3-Phenyl-3-acetoxy-1-butyne
• CAS No.: 15963-07-2
• Molecular Formula: C₁₂H₁₂O₂
• Molecular Weight: 188.226
• Mol file: 15963-07-2.mol

Synonyms:

Chemical Property of 3-Phenyl-3-acetoxy-1-butyne

Chemical Property:

• Boiling Point: 112-113 °C(Press: 9 Torr)
• Density: 1.045 g/cm3(Temp: 420 °C)

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Phenyl-3-acetoxy-1-butyne

There total 8 articles about 3-Phenyl-3-acetoxy-1-butyne 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: 99.0%

2-Phenyl-3-butyn-2-ol (127-66-2) + acetic anhydride (108-24-7) → 2-phenyl-3-butyn-2-yl acetate (141946-94-3,15963-07-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1002/chem.201003727

Reference yield: 96.0%

2-Phenyl-3-butyn-2-ol (127-66-2) + acetyl chloride (75-36-5) → 2-phenyl-3-butyn-2-yl acetate (141946-94-3,15963-07-2)

Guidance literature:

2-Phenyl-3-butyn-2-ol; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 1.5h; Inert atmosphere;

acetyl chloride; In tetrahydrofuran; hexane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.201500971

Reference yield:

acetophenone (98-86-2) → 2-phenyl-3-butyn-2-yl acetate (141946-94-3,15963-07-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran / 1.5 h / -70 °C / Inert atmosphere

1.2: 1.5 h / -70 - 20 °C / Inert atmosphere

1.3: 0 °C

2.1: methanol; potassium carbonate / 12 h / 20 °C / Inert atmosphere

3.1: dmap; triethylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere

With methanol; dmap; n-butyllithium; potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo101995g

upstream raw materials:

2-Phenyl-3-butyn-2-ol

acetyl chloride

acetophenone

acetic anhydride

Downstream raw materials:

2-Acetamido-2-phenylbutin-⁽³⁾

2-Phenyl-3-butyn-2-ol

2-phenyl-2,3-hexadiene

1,1'-(1-methyl-1,2-propadiene-1,3-diyl)bisbenzene

Refernces

• 1、 G?rbe, Tamás,Lihammar, Richard,B?ckvall, Jan -E.. "Heterogeneous Acid-Catalyzed Racemization of Tertiary Alcohols". supporting information. p. 77 - 80. Retrieved 2017/12/07.
• 2、 Lepronier, Aymeric,Achard, Thierry,Giordano, Laurent,Tenaglia, Alphonse,Buono, Gerard,Clavier, Herve. "Palladium-Catalyzed [2+1] Cycloadditions Affording Vinylidenecyclopropanes as Precursors of 7-Membered Carbocycles". supporting information. p. 631 - 642. Retrieved 2016/02/27.