methyl 1-[2-(2-methoxycarbonylphenyl)-1-ethynyl]-2-naphthoate

Base Information

• Chemical Name: methyl 1-[2-(2-methoxycarbonylphenyl)-1-ethynyl]-2-naphthoate
• CAS No.: 213991-96-9
• Molecular Formula: C₂₂H₁₆O₄
• Molecular Weight: 344.367
• Mol file: 213991-96-9.mol

Synonyms:methyl 1-[2-(2-methoxycarbonylphenyl)-1-ethynyl]-2-naphthoate

Chemical Property of methyl 1-[2-(2-methoxycarbonylphenyl)-1-ethynyl]-2-naphthoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 1-[2-(2-methoxycarbonylphenyl)-1-ethynyl]-2-naphthoate

There total 3 articles about methyl 1-[2-(2-methoxycarbonylphenyl)-1-ethynyl]-2-naphthoate 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%

2-ethynyl-benzoic acid methyl ester (33577-99-0) + methyl 1-bromo-2-naphthalenecarboxylate (89555-39-5) → methyl 1-[2-(2-methoxycarbonylphenyl)-1-ethynyl]-2-naphthoate (213991-96-9)

Guidance literature:

With diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 80 ℃; for 50h;

DOI:10.1016/S0040-4020(98)00655-3

Reference yield:

o-iodo-methyl-benzoic acid (610-97-9) → methyl 1-[2-(2-methoxycarbonylphenyl)-1-ethynyl]-2-naphthoate (213991-96-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 49 percent / piperidine / Pd(PPh₃)4 / 2.5 h / 80 °C

2: 65 percent / NaOMe / methanol / 0.5 h / 20 °C

3: 93 percent / diisopropylamine / Pd(PPh₃)4 / 50 h / 80 °C

With piperidine; sodium methylate; diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; 1: Substitution / 2: desilylation / 3: Substitution;

DOI:10.1016/S0040-4020(98)00655-3

Reference yield:

methyl 2-(2-trimethylsilyl-1-ethynyl)benzoate (107793-07-7) → methyl 1-[2-(2-methoxycarbonylphenyl)-1-ethynyl]-2-naphthoate (213991-96-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / NaOMe / methanol / 0.5 h / 20 °C

2: 93 percent / diisopropylamine / Pd(PPh₃)4 / 50 h / 80 °C

With sodium methylate; diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; 1: desilylation / 2: Substitution;

DOI:10.1016/S0040-4020(98)00655-3

upstream raw materials:

2-ethynyl-benzoic acid methyl ester

methyl 1-bromo-2-naphthalenecarboxylate

o-iodo-methyl-benzoic acid

methyl 2-(2-trimethylsilyl-1-ethynyl)benzoate

Downstream raw materials:

(1-{2-[2-(Hydroxymethyl)phenyl]ethyn-1-yl}-2-naphthyl)methanol

2-[4-(Triisopropylsilyl)but-2-yn-1-yl]-1-(2-{2-[4-(triisopropyl)but-3-yn-1-yl]phenyl}ethyn-1-yl)naphthalene

2-(But-2-yn-1-yl)-1-{2-[2-(but-3-yn-1-yl)phenyl]ethyn-1-yl}naphthalene

2-(Bromomethyl)-1-{2-[2-(bromomethyl)phenyl]ethyn-1-yl}naphthalene