3-Ethynylbenzoic acid ethyl ester

Base Information

• Chemical Name: 3-Ethynylbenzoic acid ethyl ester
• CAS No.: 178742-95-5
• Molecular Formula: C11H10O2
• Molecular Weight: 174.199
• Hs Code.: 2916399090
• Mol file: 178742-95-5.mol

Synonyms:3-ethynylbenzoic acid ethyl ester;ethyl m-ethynylbenzoate;Benzoic acid,3-ethynyl-,ethyl ester;3-ethynylbenzoic acid ethyi ester;

Chemical Property of 3-Ethynylbenzoic acid ethyl ester

Chemical Property:

• Boiling Point: 268.0±23.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.08±0.1 g/cm3(Predicted)
• LogP: 1.84460

Purity/Quality:

98%, ^*data from raw suppliers

3-Ethynyl-benzoicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Ethynylbenzoic acid ethyl ester

There total 7 articles about 3-Ethynylbenzoic 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: 96.0%

ethyl 3-<(trimethylsilyl)ethynyl>benzoate (150969-58-7) → ethyl 3-(ethynyl)benzoate (178742-95-5)

Guidance literature:

With potassium carbonate; In ethanol; for 2h; Ambient temperature;

DOI:10.1248/cpb.47.398

Reference yield: 66.0%

→ 3-ethynylbenzoyl chloride (143587-37-5) + ethyl 3-(ethynyl)benzoate (178742-95-5)

Guidance literature:

Reference yield:

ethyl 3-bromobenzoate (24398-88-7) → ethyl 3-(ethynyl)benzoate (178742-95-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / diisopropylamine, copper(I) iodide, bis(triphenylphosphine)palladium(II) chloride / tetrahydrofuran / 5 h / 45 °C

2: 96 percent / K₂CO₃ / ethanol / 2 h / Ambient temperature

With copper(l) iodide; bis(triphenylphosphine)palladium(II)-chloride; potassium carbonate; diisopropylamine; In tetrahydrofuran; ethanol;

DOI:10.1248/cpb.47.398

upstream raw materials:

2-ethynyl-1,3-butadiene

propynoic acid ethyl ester

ethyl 3-<(trimethylsilyl)ethynyl>benzoate

ethyl 3-bromobenzoate

Downstream raw materials:

3-(2-amino-4,5-dichlorophenylethynyl)benzoic acid ethyl ester

3-(5-chloro-1-benzofuran-2-yl)benzoic acid

3-(5,6-dichloro-1-methylindol-2-yl)benzoic acid

3-(5,6-dichloro-1H-indol-2-yl)benzoic acid ethyl ester

Refernces

• 1、 -. "ARYLPYRAZOLES AND ARYLISOXAZOLES AND THEIR USE AS PKD MODULATORS". Page/Page column 112. . Retrieved 2011/02/24.
• 2、 -. "NOVEL COMPOUNDS". Page/Page column 21. . Retrieved 2010/02/10.