6-(4-(hydroxymethyl)-2-methylphenyl)-5,7-dimethyl-4-phenyl-2H-chromen-2-one

Base Information

• Chemical Name: 6-(4-(hydroxymethyl)-2-methylphenyl)-5,7-dimethyl-4-phenyl-2H-chromen-2-one
• CAS No.: 1428553-87-0
• Molecular Formula: C₂₅H₂₂O₃
• Molecular Weight: 370.448

Synonyms:6-(4-(hydroxymethyl)-2-methylphenyl)-5,7-dimethyl-4-phenyl-2H-chromen-2-one

Chemical Property of 6-(4-(hydroxymethyl)-2-methylphenyl)-5,7-dimethyl-4-phenyl-2H-chromen-2-one

Chemical Property:

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Technology Process of 6-(4-(hydroxymethyl)-2-methylphenyl)-5,7-dimethyl-4-phenyl-2H-chromen-2-one

There total 4 articles about 6-(4-(hydroxymethyl)-2-methylphenyl)-5,7-dimethyl-4-phenyl-2H-chromen-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: 16.0%

(4-(hydroxymethyl)-2-methylphenyl)boronic acid (166386-66-9) + 6-bromo-5,7-dimethyl-4-phenyl-2H-chromen-2-one (267901-75-7) → 6-(4-(hydroxymethyl)-2-methylphenyl)-5,7-dimethyl-4-phenyl-2H-chromen-2-one (1428553-87-0)

Guidance literature:

With potassium phosphate; palladium diacetate; 2-(dicyclohexylphosphino)-2'-methylbiphenyl; In 1,4-dioxane; water; at 150 ℃; for 0.25h; Microwave irradiation;

DOI:10.1016/j.bmcl.2013.09.035

Reference yield:

phenylpropyolic acid (637-44-5) → 6-(4-(hydroxymethyl)-2-methylphenyl)-5,7-dimethyl-4-phenyl-2H-chromen-2-one (1428553-87-0)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 9 h / 20 °C / Cooling with ice

2: palladium diacetate; trifluoroacetic acid / dichloromethane / 2 h / Cooling with ice

3: palladium diacetate; 2-(dicyclohexylphosphino)-2'-methylbiphenyl; potassium phosphate / 1,4-dioxane; water / 0.25 h / 150 °C / Microwave irradiation

With dmap; potassium phosphate; palladium diacetate; dicyclohexyl-carbodiimide; trifluoroacetic acid; 2-(dicyclohexylphosphino)-2'-methylbiphenyl; In 1,4-dioxane; dichloromethane; water; 3: |Suzuki-Miyaura Coupling;

DOI:10.1016/j.bmcl.2013.09.035

Reference yield:

4-bromo-3,5-dimethylphenol (7463-51-6) → 6-(4-(hydroxymethyl)-2-methylphenyl)-5,7-dimethyl-4-phenyl-2H-chromen-2-one (1428553-87-0)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 9 h / 20 °C / Cooling with ice

2: palladium diacetate; trifluoroacetic acid / dichloromethane / 2 h / Cooling with ice

3: palladium diacetate; 2-(dicyclohexylphosphino)-2'-methylbiphenyl; potassium phosphate / 1,4-dioxane; water / 0.25 h / 150 °C / Microwave irradiation

With dmap; potassium phosphate; palladium diacetate; dicyclohexyl-carbodiimide; trifluoroacetic acid; 2-(dicyclohexylphosphino)-2'-methylbiphenyl; In 1,4-dioxane; dichloromethane; water; 3: |Suzuki-Miyaura Coupling;

DOI:10.1016/j.bmcl.2013.09.035

upstream raw materials:

phenylpropyolic acid

4-bromo-3,5-dimethylphenol

4-bromo-3,-5-dimethyl-phenyl 3-phenylpropiolate

(4-(hydroxymethyl)-2-methylphenyl)boronic acid

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