4H-1-Benzopyran-4-one, 5-Methoxy-

Base Information

• Chemical Name: 4H-1-Benzopyran-4-one, 5-Methoxy-
• CAS No.: 59887-87-5
• Molecular Formula: C10H8O3
• Molecular Weight: 176.172
• Hs Code.: 2914509090
• Mol file: 59887-87-5.mol

Synonyms:5-methoxy-4h-chromen-4-one;8-Methoxychromon;5-Methoxy-chromen-4-on;5-Methoxy-chromon;5-methoxy-chromen-4-one;

Chemical Property of 4H-1-Benzopyran-4-one, 5-Methoxy-

Chemical Property:

• Vapor Pressure: 0.000715mmHg at 25°C
• Boiling Point: 307.6°Cat760mmHg
• Flash Point: 130.8°C
• PSA: 39.44000
• Density: 1.248g/cm³
• LogP: 1.80160
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

5-Methoxy-4H-chromen-4-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4H-1-Benzopyran-4-one, 5-Methoxy-

There total 5 articles about 4H-1-Benzopyran-4-one, 5-Methoxy- 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: 93.0%

5-hydroxy-4H-1-benzopyran-4-one (3952-69-0) + methyl iodide (74-88-4) → 5-methoxy-4H-chromen-4-one (59887-87-5)

Guidance literature:

5-hydroxy-4H-1-benzopyran-4-one; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 0.5h; Schlenk technique; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; for 5h; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.202000465

Reference yield: 81.0%

2'-hydroxy-6'-methoxyacetophenone (703-23-1) + formic acid ethyl ester (109-94-4) → 5-methoxy-4H-chromen-4-one (59887-87-5)

Guidance literature:

2'-hydroxy-6'-methoxyacetophenone; formic acid ethyl ester; With sodium hydride; at 0 ℃; for 3.5h; Inert atmosphere;

With hydrogenchloride; In methanol; water; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2012.05.115

Reference yield:

2'-hydroxy-6'-methoxyacetophenone (703-23-1) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → 5-methoxy-4H-chromen-4-one (59887-87-5)

Guidance literature:

2'-hydroxy-6'-methoxyacetophenone; N,N-dimethyl-formamide dimethyl acetal; at 100 ℃; for 2h;

With hydrogenchloride; In dichloromethane; at 40 ℃; for 0.333333h;

DOI:10.1016/j.bmcl.2021.127822

upstream raw materials:

2'-hydroxy-6'-methoxyacetophenone

formic acid ethyl ester

5-hydroxy-4H-1-benzopyran-4-one

methyl iodide

Refernces

• 1、 Dzieszkowski, Krzysztof,S?otwiński, Micha?,Rafińska, Katarzyna,Muzio?, Tadeusz M.,Rafiński, Zbigniew. "NHC-catalyzed enantioselective C2-functionalization of 3-hydroxychromenonesviaα,β-unsaturated acyl azoliums". supporting information. p. 9999 - 10002. Retrieved 2021/10/06.
• 2、 Stubbing, Louise A.,Li, Freda F.,Furkert, Daniel P.,Caprio, Vittorio E.,Brimble, Margaret A.. "Access to 2-alkyl chromanones via a conjugate addition approach". experimental part. p. 6948 - 6956. Retrieved 2012/09/07.