5-hydroxy-2-phenyl-7-(2-(pyrrolidin-1-yl)ethoxy)-4H-chromen-4-one

Base Information

• Chemical Name: 5-hydroxy-2-phenyl-7-(2-(pyrrolidin-1-yl)ethoxy)-4H-chromen-4-one
• CAS No.: 1190373-67-1
• Molecular Formula: C₂₁H₂₁NO₄
• Molecular Weight: 351.402
• Mol file: 1190373-67-1.mol

Synonyms:5-hydroxy-2-phenyl-7-(2-(pyrrolidin-1-yl)ethoxy)-4H-chromen-4-one

Chemical Property of 5-hydroxy-2-phenyl-7-(2-(pyrrolidin-1-yl)ethoxy)-4H-chromen-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 5-hydroxy-2-phenyl-7-(2-(pyrrolidin-1-yl)ethoxy)-4H-chromen-4-one

There total 7 articles about 5-hydroxy-2-phenyl-7-(2-(pyrrolidin-1-yl)ethoxy)-4H-chromen-4-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: 81.6%

pyrrolidine (123-75-1) + 7-(2-bromoethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one (41988-26-5) → 5-hydroxy-2-phenyl-7-(2-(pyrrolidin-1-yl)ethoxy)-4H-chromen-4-one (1190373-67-1)

Guidance literature:

With potassium carbonate; In acetonitrile; Reflux;

DOI:10.1007/s00044-010-9395-1

Reference yield: 45.0%

1-(2-aminoethyl)pyrrolidine (7154-73-6) + 5,7-dihydroxy-2-phenyl-chromen-4-one (480-40-0) → 5-hydroxy-2-phenyl-7-(2-(pyrrolidin-1-yl)ethoxy)-4H-chromen-4-one (1190373-67-1)

Guidance literature:

5,7-dihydroxy-2-phenyl-chromen-4-one; With potassium carbonate; In ethyl acetate; for 0.5h; Reflux;

1-(2-aminoethyl)pyrrolidine; With potassium iodide; In ethyl acetate; for 8h; Reflux;

DOI:10.1016/j.ejmech.2022.114216

Reference yield:

2-hydroxy-4,6-dimethoxyacetophenone (90-24-4) → 5-hydroxy-2-phenyl-7-(2-(pyrrolidin-1-yl)ethoxy)-4H-chromen-4-one (1190373-67-1)

Guidance literature:

Multi-step reaction with 6 steps

1: potassium carbonate / acetone / 8 h / 20 °C

2: pyridine; potassium hydroxide / 1 h / 50 °C

3: sulfuric acid; acetic acid / 1 h / 90 °C

4: pyridine hydrochloride / 0.25 h / 220 °C

5: potassium carbonate / acetone / 24 h / Reflux

6: potassium carbonate / acetonitrile / Reflux

With pyridine; sulfuric acid; pyridine hydrochloride; potassium carbonate; acetic acid; potassium hydroxide; In acetone; acetonitrile; 2: Baker-Venkataraman rearrangement;

DOI:10.1007/s00044-010-9395-1

upstream raw materials:

pyrrolidine

7-(2-bromoethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one

2-hydroxy-4,6-dimethoxyacetophenone

2,4,6-trihydroxyacetophenone