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

Base Information

• Chemical Name: 4-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde
• CAS No.: 1275614-93-1
• Molecular Formula: C₁₃H₉FO₃S
• Molecular Weight: 264.277
• Mol file: 1275614-93-1.mol

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

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

There total 1 articles about 4-(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: 43.0%

4-bromo-2-fluorobenzaldehyde (57848-46-1) + 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-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde (1275614-93-1)

Guidance literature:

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

DOI:10.1039/c0jm02433c

Reference yield: 92.0%

4-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde (1275614-93-1) → 4-(7-bromo-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde (1275614-94-2)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c0jm02433c

Reference yield:

4-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde (1275614-93-1) → (E)-2-cyano-3-(4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorophenyl)acrylic acid (1275614-96-4)

Guidance literature:

Multi-step reaction with 3 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

3: ammonium acetate / acetic acid / 6 h / 140 °C / Inert atmosphere

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

DOI:10.1039/c0jm02433c

upstream raw materials:

4-bromo-2-fluorobenzaldehyde

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

Downstream raw materials:

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

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

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