ethyl 4-amino-3-ethynylbenzoate

Base Information

• Chemical Name: ethyl 4-amino-3-ethynylbenzoate
• CAS No.: 936840-07-2
• Molecular Formula: C₁₁H₁₁NO₂
• Molecular Weight: 189.214
• Mol file: 936840-07-2.mol

Synonyms:ethyl 4-amino-3-ethynylbenzoate

Chemical Property of ethyl 4-amino-3-ethynylbenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4-amino-3-ethynylbenzoate

There total 3 articles about ethyl 4-amino-3-ethynylbenzoate 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: 93.0%

ethyl 4-amino-3-[2-(trimethylsilyl)ethynyl]benzoate (1034269-62-9) → ethyl 4-amino-3-ethynylbenzoate (936840-07-2)

Guidance literature:

DOI:10.1021/ol800512m

Reference yield:

3-iodobenzocaine (62875-84-7) → ethyl 4-amino-3-ethynylbenzoate (936840-07-2)

Guidance literature:

Multi-step reaction with 2 steps

1: CuI; diethylamine / PdCl₂(PPh₃)2 / 25 °C

2: potassium carbonate / methanol / 25 °C

With copper(l) iodide; potassium carbonate; diethylamine; bis-triphenylphosphine-palladium(II) chloride; In methanol; 1: Sonogashira coupling;

DOI:10.1002/anie.200604183

Reference yield:

p-aminoethylbenzoate (94-09-7) → ethyl 4-amino-3-ethynylbenzoate (936840-07-2)

Guidance literature:

Multi-step reaction with 3 steps

1: benzyltrimethylammonium iodine dichloride; CaCO₃ / CH₂Cl₂; methanol / 25 °C

2: CuI; diethylamine / PdCl₂(PPh₃)2 / 25 °C

3: potassium carbonate / methanol / 25 °C

With copper(l) iodide; potassium carbonate; N,N,N-trimethylbenzenemethanaminium dichloroiodate; diethylamine; calcium carbonate; bis-triphenylphosphine-palladium(II) chloride; In methanol; dichloromethane; 2: Sonogashira coupling;

DOI:10.1002/anie.200604183

upstream raw materials:

ethyl 4-amino-3-[2-(trimethylsilyl)ethynyl]benzoate

3-iodobenzocaine

p-aminoethylbenzoate

Downstream raw materials:

ethyl indole-5-carboxylate