(4-(2-(ethylamino)ethoxy)phenyl)(6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)methanone

Base Information

• Chemical Name: (4-(2-(ethylamino)ethoxy)phenyl)(6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)methanone
• CAS No.: 1348071-75-9
• Molecular Formula: C₂₅H₂₃NO₄S
• Molecular Weight: 433.528
• Mol file: 1348071-75-9.mol

Synonyms:(4-(2-(ethylamino)ethoxy)phenyl)(6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)methanone

Chemical Property of (4-(2-(ethylamino)ethoxy)phenyl)(6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4-(2-(ethylamino)ethoxy)phenyl)(6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)methanone

There total 6 articles about (4-(2-(ethylamino)ethoxy)phenyl)(6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)methanone 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: 60.0%

(4-(2-(ethylamino)ethoxy)phenyl)(6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl)methanone → (4-(2-(ethylamino)ethoxy)phenyl)(6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)methanone (1348071-75-9)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b01572

Reference yield:

4-acetoxybenzoyl chloride (27914-73-4) → (4-(2-(ethylamino)ethoxy)phenyl)(6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)methanone (1348071-75-9)

Guidance literature:

Multi-step reaction with 5 steps

1: aluminum (III) chloride / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

2: water; sodium acetate / ethanol / 12 h / 90 - 100 °C

3: caesium carbonate / acetonitrile / 12 h / Reflux

4: N,N-dimethyl-formamide; tetrahydrofuran / 12 h / 80 °C

5: boron tribromide / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

With aluminum (III) chloride; water; sodium acetate; boron tribromide; caesium carbonate; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: |Friedel-Crafts Acylation;

DOI:10.1021/acs.jmedchem.8b01572

Reference yield:

4-acetyloxy-benzoic acid (2345-34-8) → (4-(2-(ethylamino)ethoxy)phenyl)(6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)methanone (1348071-75-9)

Guidance literature:

Multi-step reaction with 6 steps

1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

2: aluminum (III) chloride / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

3: water; sodium acetate / ethanol / 12 h / 90 - 100 °C

4: caesium carbonate / acetonitrile / 12 h / Reflux

5: N,N-dimethyl-formamide; tetrahydrofuran / 12 h / 80 °C

6: boron tribromide / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

With aluminum (III) chloride; oxalyl dichloride; water; sodium acetate; boron tribromide; caesium carbonate; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 2: |Friedel-Crafts Acylation;

DOI:10.1021/acs.jmedchem.8b01572

upstream raw materials:

4-acetoxybenzoyl chloride

4-acetyloxy-benzoic acid

[6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl](4-hydroxyphenyl)methanone