5-acetyl-4-methyl-6-(2-morpholinoethoxy)-7-(3-phenylpropoxy)benzo[d]oxazole

Base Information

• Chemical Name: 5-acetyl-4-methyl-6-(2-morpholinoethoxy)-7-(3-phenylpropoxy)benzo[d]oxazole
• CAS No.: 1201581-99-8
• Molecular Formula: C₂₅H₃₀N₂O₅
• Molecular Weight: 438.524
• Mol file: 1201581-99-8.mol

Synonyms:5-acetyl-4-methyl-6-(2-morpholinoethoxy)-7-(3-phenylpropoxy)benzo[d]oxazole

Chemical Property of 5-acetyl-4-methyl-6-(2-morpholinoethoxy)-7-(3-phenylpropoxy)benzo[d]oxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-acetyl-4-methyl-6-(2-morpholinoethoxy)-7-(3-phenylpropoxy)benzo[d]oxazole

There total 12 articles about 5-acetyl-4-methyl-6-(2-morpholinoethoxy)-7-(3-phenylpropoxy)benzo[d]oxazole 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: 15.0%

morpholine (110-91-8,99108-56-2) + 5-acetyl-6-(2-bromoethoxy)-4-methyl-7-(3-phenylpropoxy)benzo[d]oxazole (1201582-52-6) → 5-acetyl-4-methyl-6-(2-morpholinoethoxy)-7-(3-phenylpropoxy)benzo[d]oxazole (1201581-99-8)

Guidance literature:

In N,N-dimethyl-formamide; at 80 - 90 ℃; for 5h; Inert atmosphere;

Reference yield:

2,6-dimethoxy-4-methylphenol (6638-05-7) → 5-acetyl-4-methyl-6-(2-morpholinoethoxy)-7-(3-phenylpropoxy)benzo[d]oxazole (1201581-99-8)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 0.5 h / 40 °C

2.1: titanium tetrachloride / dichloromethane / 0 - 20 °C

3.1: ammonium nitrate; trifluoroacetic anhydride / chloroform / 2 h / 0 °C

4.1: potassium carbonate / methanol / 3 h / 20 °C

4.2: pH 2

5.1: sodium hydride / N,N-dimethyl-formamide; oil / 0.25 h / 20 °C

5.2: 20 °C

6.1: lithium chloride / N,N-dimethyl-formamide / 3 h / 110 °C

7.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 2 h / 20 °C

8.1: N,N-dimethyl-formamide / 0.5 h / 60 °C

9.1: boron trichloride / dichloromethane / 1 - 2 h / 0 °C / Inert atmosphere

10.1: N,N-dimethyl-formamide / 1 - 5 h / 60 °C / Inert atmosphere

11.1: N,N-dimethyl-formamide / 5 h / 80 - 90 °C / Inert atmosphere

With ammonium nitrate; hydrogen; boron trichloride; titanium tetrachloride; sodium hydride; potassium carbonate; trifluoroacetic anhydride; lithium chloride; palladium 10% on activated carbon; In methanol; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide; oil; 2.1: Friedel Crafts Acylation;

Reference yield:

1-(3-hydroxy-2,4-dimethoxy-6-methyl-5-nitrophenyl)ethanone (1201582-46-8) → 5-acetyl-4-methyl-6-(2-morpholinoethoxy)-7-(3-phenylpropoxy)benzo[d]oxazole (1201581-99-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium hydride / N,N-dimethyl-formamide; oil / 0.25 h / 20 °C

1.2: 20 °C

2.1: lithium chloride / N,N-dimethyl-formamide / 3 h / 110 °C

3.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 2 h / 20 °C

4.1: N,N-dimethyl-formamide / 0.5 h / 60 °C

5.1: boron trichloride / dichloromethane / 1 - 2 h / 0 °C / Inert atmosphere

6.1: N,N-dimethyl-formamide / 1 - 5 h / 60 °C / Inert atmosphere

7.1: N,N-dimethyl-formamide / 5 h / 80 - 90 °C / Inert atmosphere

With hydrogen; boron trichloride; sodium hydride; lithium chloride; palladium 10% on activated carbon; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; oil;

upstream raw materials:

morpholine

5-acetyl-6-(2-bromoethoxy)-4-methyl-7-(3-phenylpropoxy)benzo[d]oxazole

2,6-dimethoxy-4-methylphenol

3-acetyl-2,6-dimethoxy-4-methylphenylacetate