2-Phenanthrenecarboxylic acid, 7-(4-carboxyphenyl)-9,10-dihydro-, 2-methyl ester

Base Information

• Chemical Name: 2-Phenanthrenecarboxylic acid, 7-(4-carboxyphenyl)-9,10-dihydro-, 2-methyl ester
• CAS No.: 193280-83-0
• Molecular Formula: C₂₃H₁₈O₄
• Molecular Weight: 358.394
• Mol file: 193280-83-0.mol

Synonyms:

Chemical Property of 2-Phenanthrenecarboxylic acid, 7-(4-carboxyphenyl)-9,10-dihydro-, 2-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Phenanthrenecarboxylic acid, 7-(4-carboxyphenyl)-9,10-dihydro-, 2-methyl ester

There total 4 articles about 2-Phenanthrenecarboxylic acid, 7-(4-carboxyphenyl)-9,10-dihydro-, 2-methyl 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: 73.0%

7-(4-Formyl-phenyl)-9,10-dihydro-phenanthrene-2-carboxylic acid methyl ester (193280-82-9) → 4-(7-methoxycarbonyl-9,10-dihydrophenanthren-2-yl)benzoic acid (193280-83-0)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tert-butyl alcohol; for 18h; Ambient temperature;

Reference yield:

9,10-dihydrophenanthrene (776-35-2) → 4-(7-methoxycarbonyl-9,10-dihydrophenanthren-2-yl)benzoic acid (193280-83-0)

Guidance literature:

Multi-step reaction with 4 steps

1: Br₂, trimethylphosphate / 1.) 18 deg C, 18 h, 2.) -15 deg C, 48 h

2: 24 percent / Ph₃P, Et₃N / PdCl₂ / benzene / 4 h / 150 °C / 29736 Torr

3: 49 percent / aq. K₂CO₃ / Pd(PPh₃)4 / toluene; methanol / 1.) 85 deg C, 3.5 h, 2.) r.t., 18 h

4: 73 percent / aq. NaClO₂, 2-methyl-2-butene, NaH₂PO₄ / 2-methyl-propan-2-ol / 18 h / Ambient temperature

With trimethyl phosphite; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; bromine; potassium carbonate; triethylamine; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium dichloride; In methanol; toluene; tert-butyl alcohol; benzene;

Reference yield:

C14H9Br2N (61650-86-0) → 4-(7-methoxycarbonyl-9,10-dihydrophenanthren-2-yl)benzoic acid (193280-83-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 24 percent / Ph₃P, Et₃N / PdCl₂ / benzene / 4 h / 150 °C / 29736 Torr

2: 49 percent / aq. K₂CO₃ / Pd(PPh₃)4 / toluene; methanol / 1.) 85 deg C, 3.5 h, 2.) r.t., 18 h

3: 73 percent / aq. NaClO₂, 2-methyl-2-butene, NaH₂PO₄ / 2-methyl-propan-2-ol / 18 h / Ambient temperature

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; potassium carbonate; triethylamine; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium dichloride; In methanol; toluene; tert-butyl alcohol; benzene;

upstream raw materials:

7-(4-Formyl-phenyl)-9,10-dihydro-phenanthrene-2-carboxylic acid methyl ester

9,10-dihydrophenanthrene

C₁₄H₉Br₂N

7-Bromo-9,10-dihydro-phenanthrene-2-carboxylic acid methyl ester