1-(4-methylphenyl)prop-2-ynyl acetate

Base Information

• Chemical Name: 1-(4-methylphenyl)prop-2-ynyl acetate
• CAS No.: 179248-90-9
• Molecular Formula: C₁₂H₁₂O₂
• Molecular Weight: 188.226
• Mol file: 179248-90-9.mol

Synonyms:1-(4-methylphenyl)prop-2-ynyl acetate

Chemical Property of 1-(4-methylphenyl)prop-2-ynyl acetate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4-methylphenyl)prop-2-ynyl acetate

There total 8 articles about 1-(4-methylphenyl)prop-2-ynyl acetate 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: 96.0%

acetic anhydride (108-24-7) + 4-methyl-benzaldehyde (104-87-0) + acetylenemagnesium bromide (4301-14-8) → 1-(4-methylphenyl)prop-2-ynyl acetate (179248-90-9)

Guidance literature:

4-methyl-benzaldehyde; acetylenemagnesium bromide; In tetrahydrofuran; at 0 - 20 ℃; for 0.916667h; Inert atmosphere;

acetic anhydride; In tetrahydrofuran; at 0 - 20 ℃; for 1.33333h; Inert atmosphere;

DOI:10.1002/adsc.201300720

Reference yield: 87.0%

1-(4-methylphenyl)prop-2-yn-1-ol (132589-36-7,7342-07-6) + acetic anhydride (108-24-7) → 1-(4-methylphenyl)prop-2-ynyl acetate (179248-90-9)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; Cooling with ice;

DOI:10.1016/j.tet.2016.09.013

Reference yield:

4-methyl-benzaldehyde (104-87-0) → 1-(4-methylphenyl)prop-2-ynyl acetate (179248-90-9)

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:

1-(4-methylphenyl)prop-2-yn-1-ol

acetyl chloride

4-methyl-benzaldehyde

acetic anhydride

Downstream raw materials:

(1S)-(+)-1-(4'-methylphenyl)-2-propynol

N-methyl-N-[1-(4-methylphenyl)-2-propynyl]aniline

C₁₃H₁₂F₂O₂

(S)-(-)-N-methyl-N-[1-(4-methylphenyl)-2-propynyl]aniline