5-FLUORO-2,3-DIHYDROBENZOFURAN-7-CARBOXALDEHYDE

Base Information

• Chemical Name: 5-FLUORO-2,3-DIHYDROBENZOFURAN-7-CARBOXALDEHYDE
• CAS No.: 245762-36-1
• Molecular Formula: C₉H₇FO₂
• Molecular Weight: 166.152
• Mol file: 245762-36-1.mol

Synonyms:5-Fluoro-2,3-dihydrobenzofuran-7-carbaldehyde;5-Fluoro-2,3-dihydro-1-benzofuran-7-carbaldehyde;

Chemical Property of 5-FLUORO-2,3-DIHYDROBENZOFURAN-7-CARBOXALDEHYDE

Chemical Property:

• Vapor Pressure: 0.00487mmHg at 25°C
• Refractive Index: 1.587
• Boiling Point: 276.2 °C at 760 mmHg
• Flash Point: 117.2 °C
• PSA: 26.30000
• Density: 1.324 g/cm³
• LogP: 1.57310

Purity/Quality:

98%min ^*data from raw suppliers

7-BENZOFURANCARBOXALDEHYDE,5--FLUORO-2,3-DIHYDRO- 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-FLUORO-2,3-DIHYDROBENZOFURAN-7-CARBOXALDEHYDE

There total 6 articles about 5-FLUORO-2,3-DIHYDROBENZOFURAN-7-CARBOXALDEHYDE 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: 77.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 1,3-dibromo-2-(2-chloroethoxy)-5-fluorobenzene (203922-16-1) → 5-fluoro-2,3-dihydrobenzofuran-7-carbaldehyde (245762-36-1)

Guidance literature:

1,3-dibromo-2-(2-chloroethoxy)-5-fluorobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -40 ℃;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -40 - 25 ℃; for 1h;

With hydrogenchloride; In tetrahydrofuran; hexane; water; at 25 ℃;

DOI:10.1021/jacs.5b08621

Reference yield: 39.0%

Dichloromethyl methyl ether (4885-02-3) + 5-fluoro-2,3-dihydrobenzofuran (245762-35-0) → 5-fluoro-2,3-dihydrobenzofuran-7-carbaldehyde (245762-36-1)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jm0304010

Reference yield:

5-Fluoro[b]benzofuran (24410-59-1) → 5-fluoro-2,3-dihydrobenzofuran-7-carbaldehyde (245762-36-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / H₂; AcOH / Pd/C / 12 h / 2585.74 Torr

2: 39 percent / TiCl₄ / CH₂Cl₂ / 0 - 20 °C

With hydrogen; titanium tetrachloride; acetic acid; palladium on activated charcoal; In dichloromethane;

DOI:10.1021/jm0304010

upstream raw materials:

N,N-dimethyl-formamide

1,3-dibromo-2-(2-chloroethoxy)-5-fluorobenzene

Dichloromethyl methyl ether

5-fluoro-2,3-dihydrobenzofuran

Downstream raw materials:

5-fluoro-7-hydroxy-2,3-dihydrobenzofuran

Refernces

• 1、 Mewshaw, Richard E.,Zhou, Dahui,Zhou, Ping,Shi, Xiaojie,Hornby, Geoffrey,Spangler, Taylor,Scerni, Rosemary,Smith, Deborah,Schechter, Lee E.,Andree, Terrance H.. "Studies toward the discovery of the next generation of antidepressants. 3. Dual 5-HT1A and serotonin transporter affinity within a class of N-aryloxyethylindolylalkylamines". . p. 3823 - 3842. Retrieved 2007/10/03.