1,3-Benzenedicarboxylic acid, 2-[4-[(1E)-2-(4-boronophenyl)ethenyl]phenoxy]-

Base Information

• Chemical Name: 1,3-Benzenedicarboxylic acid, 2-[4-[(1E)-2-(4-boronophenyl)ethenyl]phenoxy]-
• CAS No.: 881302-70-1
• Molecular Formula: C22H17BO7
• Molecular Weight: 404.184
• Mol file: 881302-70-1.mol

Synonyms:

Chemical Property of 1,3-Benzenedicarboxylic acid, 2-[4-[(1E)-2-(4-boronophenyl)ethenyl]phenoxy]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3-Benzenedicarboxylic acid, 2-[4-[(1E)-2-(4-boronophenyl)ethenyl]phenoxy]-

There total 8 articles about 1,3-Benzenedicarboxylic acid, 2-[4-[(1E)-2-(4-boronophenyl)ethenyl]phenoxy]- 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:

2-nitroisophthalic acid (21161-11-5) → 2-{4-[2-(4-boronic acid phenyl)-vinyl]-phenoxy}-isophthalic acid (881302-70-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 96 percent / NaF / dimethylsulfoxide / 10 h / 165 °C

2.1: 85 percent / H₂SO₄ / 18 h / Heating

3.1: 63 percent / aq. K₂CO₃ / dimethylformamide / 4 h / 120 °C

4.1: P(OMe)3 / 4 h / Heating

4.2: 76 percent / MeONa / dimethylformamide; tetrahydrofuran; methanol / 21 h / 0 °C

5.1: 97 percent / MeOH / methanol / 8 h / Heating

6.1: n-BuLi / tetrahydrofuran / -78 - 20 °C

7.1: aq. HCl

With hydrogenchloride; methanol; n-butyllithium; sulfuric acid; potassium carbonate; sodium fluoride; phosphorous acid trimethyl ester; In tetrahydrofuran; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1002/anie.200453708

Reference yield:

2,6-dimethylnitrobenzene (81-20-9) → 2-{4-[2-(4-boronic acid phenyl)-vinyl]-phenoxy}-isophthalic acid (881302-70-1)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 74 percent / aq. NaOH; KMnO₄ / 20 h / Heating

2.1: 96 percent / NaF / dimethylsulfoxide / 10 h / 165 °C

3.1: 85 percent / H₂SO₄ / 18 h / Heating

4.1: 63 percent / aq. K₂CO₃ / dimethylformamide / 4 h / 120 °C

5.1: P(OMe)3 / 4 h / Heating

5.2: 76 percent / MeONa / dimethylformamide; tetrahydrofuran; methanol / 21 h / 0 °C

6.1: 97 percent / MeOH / methanol / 8 h / Heating

7.1: n-BuLi / tetrahydrofuran / -78 - 20 °C

8.1: aq. HCl

With hydrogenchloride; methanol; sodium hydroxide; potassium permanganate; n-butyllithium; sulfuric acid; potassium carbonate; sodium fluoride; phosphorous acid trimethyl ester; In tetrahydrofuran; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1002/anie.200453708

Reference yield:

2-fluoro-isophthalic acid (1583-65-9) → 2-{4-[2-(4-boronic acid phenyl)-vinyl]-phenoxy}-isophthalic acid (881302-70-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 85 percent / H₂SO₄ / 18 h / Heating

2.1: 63 percent / aq. K₂CO₃ / dimethylformamide / 4 h / 120 °C

3.1: P(OMe)3 / 4 h / Heating

3.2: 76 percent / MeONa / dimethylformamide; tetrahydrofuran; methanol / 21 h / 0 °C

4.1: 97 percent / MeOH / methanol / 8 h / Heating

5.1: n-BuLi / tetrahydrofuran / -78 - 20 °C

6.1: aq. HCl

With hydrogenchloride; methanol; n-butyllithium; sulfuric acid; potassium carbonate; phosphorous acid trimethyl ester; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1002/anie.200453708

upstream raw materials:

2-nitroisophthalic acid

2,6-dimethylnitrobenzene

2-fluoro-isophthalic acid

2-fluoro-isophthalic acid dimethyl ester