Benzofuran-4-carbaldehyde

Base Information

• Chemical Name: Benzofuran-4-carbaldehyde
• CAS No.: 95333-13-4
• Molecular Formula: C9H6 O2
• Molecular Weight: 146.145
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID70536129
• Wikidata: Q82410690
• Mol file: 95333-13-4.mol

Synonyms:BENZOFURAN-4-CARBALDEHYDE;95333-13-4;4-Benzofurancarboxaldehyde;1-BENZOFURAN-4-CARBALDEHYDE;MFCD10699414;Benzofuran-4-carboxaldehyde;SCHEMBL3800012;DTXSID70536129;RLBNWXQWPDJHAT-UHFFFAOYSA-N;VDA33313;AKOS006302749;MB08826;AS-32431;SY024355;EN300-211280;4-Benzofurancarboxaldeh;Benzofuran-4-carbaldehyde;A859090;Z1198279472

Chemical Property of Benzofuran-4-carbaldehyde

Chemical Property:

• PSA: 30.21000
• LogP: 2.24530
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 146.036779430
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

NLT 98% ^*data from raw suppliers

Benzofuran-4-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C=COC2=C1)C=O

Technology Process of Benzofuran-4-carbaldehyde

There total 2 articles about Benzofuran-4-carbaldehyde 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:

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 2-(3-bromophenoxy)acetaldehyde diethyl acetal (204452-94-8) → benzofuran-4-carboxaldehyde (95333-13-4) + benzofuran-6-carboxaldehyde (123297-88-1)

Guidance literature:

With PPA; tert.-butyl lithium; Multistep reaction; 1.) benzene, reflux, 2.) Et₂O, -78 deg C, 3.) Et₂O;

DOI:10.1021/jm960077r

Reference yield:

→ benzofuran-4-carboxaldehyde (95333-13-4) + benzofuran-6-carboxaldehyde (123297-88-1)

Guidance literature:

Reference yield:

benzofuran-4-carboxaldehyde (95333-13-4) → 4-Benzofuran-4-yl-2-(4-methoxy-phenyl)-4,5-dihydro-3H-pyrrole-3-carboxylic acid ethyl ester (1026632-01-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 50percent aq. NaOH / 15 °C

2: DBU / propan-2-ol; tetrahydrofuran

3: H₂ / W-2 Raney Ni / ethyl acetate / 3040 Torr

With sodium hydroxide; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; W-2 Raney Ni; In tetrahydrofuran; ethyl acetate; isopropyl alcohol;

DOI:10.1021/jm960077r

upstream raw materials:

N,N-dimethyl-formamide

2-(3-bromophenoxy)acetaldehyde diethyl acetal

Downstream raw materials:

4-Benzofuran-4-yl-2-(4-methoxy-phenyl)-4,5-dihydro-3H-pyrrole-3-carboxylic acid ethyl ester

3-Benzofuran-4-yl-2-(4-methoxy-benzoyl)-4-nitro-butyric acid ethyl ester

4-hydroxymethylbenzofurane

Refernces

• 1、 -. "THIADIAZOLEDIOXIDES AND THIADIAZOLEOXIDES AS CXC- AND CC-CHEMOKINE RECEPTOR LIGANDS". Page 240-241. . Retrieved 2008/06/13.