4H-1-Benzopyran-4-one, 7-chloro-2,3-dihydro-2-phenyl-

Base Information

• Chemical Name: 4H-1-Benzopyran-4-one, 7-chloro-2,3-dihydro-2-phenyl-
• CAS No.: 63483-33-0
• Molecular Formula: C15H11ClO2
• Molecular Weight: 258.704
• DSSTox Substance ID: DTXSID70384687
• Mol file: 63483-33-0.mol

Synonyms:63483-33-0;7-chloro-2-phenyl-2,3-dihydrochromen-4-one;4H-1-Benzopyran-4-one, 7-chloro-2,3-dihydro-2-phenyl-;7-chloro-2-phenylchroman-4-one;Maybridge3_002886;Oprea1_755944;DTXSID70384687;7-chloro-2-phenyl-chroman-4-one;HMS1439D04;AKOS001312271;CCG-239724;IDI1_014273;7-chloro-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one;Z223042542

Chemical Property of 4H-1-Benzopyran-4-one, 7-chloro-2,3-dihydro-2-phenyl-

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 258.0447573
• Heavy Atom Count: 18
• Complexity: 312

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(OC2=C(C1=O)C=CC(=C2)Cl)C3=CC=CC=C3

Technology Process of 4H-1-Benzopyran-4-one, 7-chloro-2,3-dihydro-2-phenyl-

There total 6 articles about 4H-1-Benzopyran-4-one, 7-chloro-2,3-dihydro-2-phenyl- 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: 72.0%

(E)-1-(4-chloro-2-hydroxyphenyl)-3-phenylprop-2-en-1-one (52923-31-6) → 6-chloro-3-phenyl-4-chromanone (63483-33-0)

Guidance literature:

With cesium fluoride; In water; acetonitrile; at 80 ℃; for 2h;

DOI:10.1016/j.tetlet.2021.153480

Reference yield: 69.0%

C15H13ClO2 → 6-chloro-3-phenyl-4-chromanone (63483-33-0)

Guidance literature:

C₁₅H₁₃ClO₂; With palladium(II) trifluoroacetate; copper diacetate; In dimethyl sulfoxide; at 100 ℃; for 15h; Inert atmosphere;

With hydrogenchloride; In water; dimethyl sulfoxide; ethyl acetate; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1039/d1ra01672e

Reference yield: 65.0%

bromobenzene (108-86-1,52753-63-6) + 6-chloro-chroman-4-one (37674-72-9) → 6-chloro-3-phenyl-4-chromanone (63483-33-0)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium hydrogencarbonate; tri tert-butylphosphoniumtetrafluoroborate; In water; at 100 ℃; for 3h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201000810

upstream raw materials:

4'-Chlor-2'-hydroxy-chalcon

bromobenzene

6-chloro-chroman-4-one

(E)-1-(4-chloro-2-hydroxyphenyl)-3-phenylprop-2-en-1-one

Downstream raw materials:

7-chloro-2-phenyl-4H-1-benzopyran-4-one

Refernces

• 1、 Son, Seung Hwan,Cho, Yang Yil,Yoo, Hyung-Seok,Lee, Soo Jin,Kim, Young Min,Jang, Hyu Jeong,Kim, Dong Hwan,Shin, Jeong-Won,Kim, Nam-Jung. "Divergent synthesis of flavones and flavanones from 2′-hydroxydihydrochalconesviapalladium(ii)-catalyzed oxidative cyclization". . p. 14000 - 14006. Retrieved 2021/04/22.
• 2、 Lessi, Marco,Masini, Tiziana,Nucara, Luca,Bellina, Fabio,Rossi, Renzo. "Highly selective palladium-catalyzed direct c-h α-monoarylation of carbonyl compounds using water containing the surfactant polyoxyethylene- α-tocopheryl sebacate (PTS) as a solvent". supporting information; experimental part. p. 501 - 507. Retrieved 2011/04/15.