5-Bromo-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran

Base Information

• Chemical Name: 5-Bromo-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran
• CAS No.: 64169-66-0
• Molecular Formula: C14H10 Br F O
• Molecular Weight: 293.135
• Hs Code.: 2932999099
• European Community (EC) Number: 613-488-0
• DSSTox Substance ID: DTXSID601223380
• Mol file: 64169-66-0.mol

Synonyms:64169-66-0;5-bromo-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran;5-BROMO-1-(4-FLUOROPHENYL)-PHTHALIDE;5-BROMO-1-(4-FLUOROPHENYL)-1,3-DIHYDRO-2-BENZOFURAN;1-(4-fluorophenyl)-5-bromophthalan;SCHEMBL1777;JMRFFXXIKAWNQQ-UHFFFAOYSA-N;DTXSID601223380;AKOS015962071;1-(4-fluorophenyl)-1,3-dihydro-5-bromoisobenzofuran

Chemical Property of 5-Bromo-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran

Chemical Property:

• Vapor Pressure: 4.82E-05mmHg at 25°C
• Boiling Point: 359.8°C at 760 mmHg
• Flash Point: 203.5°C
• PSA: 9.23000
• Density: 1.509g/cm³
• LogP: 4.20780
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 291.98991
• Heavy Atom Count: 17
• Complexity: 265

Purity/Quality:

99%,98% ^*data from raw suppliers

1-(4-Fluorophenyl)-5-bromophthalan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(C=CC(=C2)Br)C(O1)C3=CC=C(C=C3)F
• Uses: 1-(4-Fluorophenyl)-5-bromophthalan is a metabolite of Citalopram (C505000), an inhibitor of serotonin (5-HT) uptake. Used as an antidepressant.

Technology Process of 5-Bromo-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran

There total 9 articles about 5-Bromo-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran 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: 72.9%

5-bromophthalide (64169-34-2) → 5-bromo-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran (64169-66-0)

Guidance literature:

In tetrahydrofuran; chloroform;

Reference yield:

4-bromo-(2-hydroxymethyl)-phenyl-(4'-fluorophenyl)methanol (64169-65-9) → 5-bromo-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran (64169-66-0)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; Heating / reflux;

Reference yield:

5-bromophthalide (64169-34-2) + magnesium (7439-95-4) + 1-Bromo-4-fluorobenzene (460-00-4) → 5-bromo-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran (64169-66-0)

Guidance literature:

magnesium; 1-Bromo-4-fluorobenzene; iodine; In tetrahydrofuran;

5-bromophthalide; In tetrahydrofuran; toluene; at -6 - -2 ℃;

With sodium tetrahydroborate; water; ammonium chloride; toluene-4-sulfonic acid; more than 3 stages;

upstream raw materials:

5-bromophthalide

4-bromo-(2-hydroxymethyl)-phenyl-(4'-fluorophenyl)methanol

magnesium

1-Bromo-4-fluorobenzene

Downstream raw materials:

1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile

didesmethylcitalopram

1-(3-dimethylamino-propyl)-1-(4-fluoro-phenyl)-1,3-dihydro-isobenzofuran-5-carbonitrile

Refernces

• 1、 Reddy, M. Pulla,Bhujanga Rao,Usharani,Dubey. "Novel and improved process for the preparation of citalopram". . p. 1829 - 1832. Retrieved 2012/01/13.
• 2、 -. "IMPROVED PROCESS FOR THE PREPARATION OF 5-SUBSTITUTED-1-(4--FLUOROPHENYL)-1,3-DIHYDROISOBENZOFURANS". Page 11. . Retrieved 2010/02/06.