4-Chloro-2,3-dihydrobenzofuran

Base Information

• Chemical Name: 4-Chloro-2,3-dihydrobenzofuran
• CAS No.: 289058-20-4
• Molecular Formula: C8H7ClO
• Molecular Weight: 154.596
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID70464998
• Nikkaji Number: J1.330.903E
• Wikidata: Q82290619
• Mol file: 289058-20-4.mol

Synonyms:4-chloro-2,3-dihydrobenzofuran;289058-20-4;4-chloro-2,3-dihydro-1-benzofuran;Benzofuran, 4-chloro-2,3-dihydro-;SCHEMBL2828599;DTXSID70464998;MFCD08703213;4-chloro-2, 3-dihydro-1-benzofuran;AKOS006291530;AS-77465;CS-0171072;FT-0692441;EN300-3466957

Chemical Property of 4-Chloro-2,3-dihydrobenzofuran

Chemical Property:

• Vapor Pressure: 0.0885mmHg at 25°C
• Refractive Index: 1.577
• Boiling Point: 232.7 °C at 760 mmHg
• Flash Point: 99.4 °C
• PSA: 9.23000
• Density: 1.272 g/cm³
• LogP: 2.27490
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 154.0185425
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Chloro-2,3-dihydrobenzofuran 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=C1C(=CC=C2)Cl

Technology Process of 4-Chloro-2,3-dihydrobenzofuran

There total 3 articles about 4-Chloro-2,3-dihydrobenzofuran 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:

2-(2,6-dichlorophenyl)ethan-1-ol (30595-79-0) → 2,6-dichlorotoluene (118-69-4) + 2,6-dichlorostyrene (28469-92-3) + 4-chloro-2,3-dihydro-1-benzofuran (289058-20-4)

Guidance literature:

2-(2,6-dichlorophenyl)ethan-1-ol; With sodium hydride; In pyridine; at 40 ℃; for 0.25h;

copper(l) chloride; In pyridine; for 2h; Heating;

DOI:10.1016/S0040-4039(00)00548-7

Reference yield:

C8H8ClN2O(1+)*HO4S(1-) → 3-chloro-2-(2-hydroxyethyl)phenol + 4-chloro-2,3-dihydro-1-benzofuran (289058-20-4)

Guidance literature:

With water; at 80 - 90 ℃; for 1.5h;

Reference yield:

2-(2-amino-6-chlorophenyl)ethyl alcohol (100376-53-2) → 3-chloro-2-(2-hydroxyethyl)phenol + 4-chloro-2,3-dihydro-1-benzofuran (289058-20-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; sodium nitrite / water / 2 h / 0 - 5 °C

2: water / 1.5 h / 80 - 90 °C

With sulfuric acid; water; sodium nitrite; In water;

upstream raw materials:

2-(2,6-dichlorophenyl)ethan-1-ol

2-(2-amino-6-chlorophenyl)ethyl alcohol

Downstream raw materials:

4-hydroxy-2,3-dihydrobenzofuran

2,3-dihydro-1-benzofuran-4-carbaldehyde

[14C]-Tasimelteon

1-[(1R,2R)-2-(2,3-dihydro-1-benzofuran-4-yl)cyclopropyl]methanamine

Refernces

• 1、 Zhu, Jingyang,Price, Benjamin A.,Zhao, Shannon X.,Skonezny, Paul M.. "Copper(I)-catalyzed intramolecular cyclization reaction of 2-(2'- chlorophenyl)ethanol to give 2,3-dihydrobenzofuran". . p. 4011 - 4014. Retrieved 2007/10/03.