4-hydroxy-5,7-diMethoxy-2H-1-benzopyrane-2-one

Base Information

• Chemical Name: 4-hydroxy-5,7-diMethoxy-2H-1-benzopyrane-2-one
• CAS No.: 2555-38-6
• Molecular Formula: C11H10O5
• Molecular Weight: 222.197
• Mol file: 2555-38-6.mol

Synonyms:4-hydroxy-5,7-dimethoxy-coumarin;4-hydroxy-5,7-dimethoxy-2H-1-benzopyran-2-one;2H-1-Benzopyran-2-one,4-hydroxy-5,7-dimethoxy;4-hydroxy-5,7-dimethoxy-1-benzopyran-2-one;5,7-dimethoxy-4-hydroxychromen-2-one;4-Hydroxy-5,7-dimethoxy-cumarin;4-hydroxy-5,7-dimethoxy-2H-1-benzopyrane-2-one;

Chemical Property of 4-hydroxy-5,7-diMethoxy-2H-1-benzopyrane-2-one

Chemical Property:

• Melting Point: 183 °C
• Boiling Point: 443.6±45.0 °C(Predicted)
• PKA: 4.50±1.00(Predicted)
• PSA: 68.90000
• Density: 1.387±0.06 g/cm3(Predicted)
• LogP: 1.51580

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-hydroxy-5,7-diMethoxy-2H-1-benzopyrane-2-one

There total 5 articles about 4-hydroxy-5,7-diMethoxy-2H-1-benzopyrane-2-one 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: 94.0%

2-hydroxy-4,6-dimethoxyacetophenone (90-24-4) + Diethyl carbonate (105-58-8,76619-83-5) → 4-hydroxy-5,7-dimethoxycoumarin (2555-38-6)

Guidance literature:

2-hydroxy-4,6-dimethoxyacetophenone; With sodium hydride; In toluene; at 0 ℃; for 0.333333h; Inert atmosphere;

Diethyl carbonate; at 110 ℃; for 5h; Inert atmosphere;

DOI:10.1039/c8nj01395k

Reference yield: 93.0%

→ 4-hydroxy-5,7-dimethoxycoumarin (2555-38-6)

Guidance literature:

With sodium hydride; In toluene; mineral oil; for 1h; Reflux;

Reference yield:

3,5-dimethoxyphenol (500-99-2) → 4-hydroxy-5,7-dimethoxycoumarin (2555-38-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 78 percent / Sc(OTf)3 / toluene / 5 h / Heating

2.1: NaH / 0.33 h / Heating

2.2: 89 percent / aq. HCl / 1 h / 20 °C

With sodium hydride; scandium tris(trifluoromethanesulfonate); In toluene;

DOI:10.1055/s-2005-864808

upstream raw materials:

2-hydroxy-4,6-dimethoxyacetophenone

Diethyl carbonate

3,5-dimethoxyphenol

malonic acid

Downstream raw materials:

5,7-Dimethoxy-4-(2-oxo-cyclohexyloxy)-chromen-2-one

4-hydroxy-5,7-dimethoxy-3-(4-methoxyphenyl)-1-benzopyran-2-one

4-hydroxy-5,7-dimethoxy-3-(2,4,6-trimethoxyphenyl)-1-benzopyran-2-one

3-(3',4'-dimethoxyphenyl)-4-hydroxy-5,7-dimethoxy-2H-1-benzopyrane-2-one