6,7-DIHYDROXYCOUMARIN-7-BENZYL ETHER

Base Information

• Chemical Name: 6,7-DIHYDROXYCOUMARIN-7-BENZYL ETHER
• CAS No.: 895-61-4
• Molecular Formula: C16H12O4
• Molecular Weight: 268.269
• Mol file: 895-61-4.mol

Synonyms:Coumarin,7-(benzyloxy)-6-hydroxy- (6CI,7CI,8CI);6-Hydroxy-7-benzyloxycoumarin;7-(Benzyloxy)-6-hydroxycoumarin;

Chemical Property of 6,7-DIHYDROXYCOUMARIN-7-BENZYL ETHER

Chemical Property:

• Vapor Pressure: 8.97E-11mmHg at 25°C
• Refractive Index: 1.647
• Boiling Point: 503.8 °C at 760 mmHg
• Flash Point: 193.7 °C
• PSA: 59.67000
• Density: 1.339 g/cm³
• LogP: 3.07760

Purity/Quality:

99% ^*data from raw suppliers

6,7-Dihydroxycoumarin-7-benzyl ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 7-Benzyl-O-esculetin is a derivative of Esculetin. Esculetin acts as an anti-HCV agent. As a non-nutrient phytocchemical it plays a role in chemopreventative and anti-tumor activity in vivo.

Technology Process of 6,7-DIHYDROXYCOUMARIN-7-BENZYL ETHER

There total 3 articles about 6,7-DIHYDROXYCOUMARIN-7-BENZYL ETHER 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: 72.7%

4-benzyloxy-2,5-dihydroxybenzaldehyde (441325-55-9) + acetic anhydride (108-24-7) → 6-hydroxy-7-phenylmethoxy-2H-1-benzopyran-2-one (895-61-4)

Guidance literature:

With sodium acetate; In N,N-dimethyl-formamide; at 20 - 180 ℃; for 4 - 5h; Product distribution / selectivity;

Reference yield:

aesculetin (305-01-1) + benzyl chloride (100-44-7) → 6-hydroxy-7-phenylmethoxy-2H-1-benzopyran-2-one (895-61-4) + 6,7-bis-benzyloxy-coumarin (909-84-2)

Guidance literature:

With methanol; potassium carbonate;

DOI:10.1002/ardp.19442820114

Reference yield:

→ 6-hydroxy-7-phenylmethoxy-2H-1-benzopyran-2-one (895-61-4)

Guidance literature:

6,7-Dihydroxy-cumarin, Benzylchlorid, KHCO3, Me., Erwaermen (neben 6,7-Dibenzyloxy-cumarin u. 6-Benzyloxy-7-hydroxy-cumarin);

upstream raw materials:

aesculetin

benzyl chloride

4-benzyloxy-2,5-dihydroxybenzaldehyde

acetic anhydride

Downstream raw materials:

7-(benzyloxy)-6-methoxy-2H-chromen-2-one

7-benzyloxy-6-(tetra-O-acetyl-β-D-glucopyranosyloxy)-coumarin

6-O-(3,4-Dimethoxy-α-methylphenacyl)-7-O-benzylesculetin

aesculetin

Refernces