4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde

Base Information

• Chemical Name: 4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde
• CAS No.: 1275614-95-3
• Molecular Formula: C₃₁H₂₂FNO₃S
• Molecular Weight: 507.585
• Mol file: 1275614-95-3.mol

Synonyms:4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde

Chemical Property of 4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde

There total 4 articles about 4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde 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: 80.0%

4-(7-bromo-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde (1275614-94-2) + 4-(diphenylamino)phenyl boronic acid (201802-67-7) → 4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde (1275614-95-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; for 24h; Reflux; Inert atmosphere;

DOI:10.1039/c0jm02433c

Reference yield:

2-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-4,4,5,5-tetramethyl-2-thiophen-2-yl-1,3,2-dioxaborolane (250726-93-3) → 4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde (1275614-95-3)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 24 h / Reflux; Inert atmosphere

2: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 24 h / Reflux; Inert atmosphere

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide; 1: Suzuki coupling / 3: Suzuki coupling;

DOI:10.1039/c0jm02433c

Reference yield:

4-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde (1275614-93-1) → 4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde (1275614-95-3)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 24 h / Reflux; Inert atmosphere

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide; 2: Suzuki coupling;

DOI:10.1039/c0jm02433c

upstream raw materials:

4-(7-bromo-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde

4-(diphenylamino)phenyl boronic acid

4-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde

4-bromo-2-fluorobenzaldehyde

Downstream raw materials:

(E)-2-cyano-3-(4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorophenyl)acrylic acid