(E)-1-(1-hydroxynaphthalen-2-yl)-3-(4-(pyrrolidin-1-yl)phenyl)prop-2-en-1-one

Base Information

• Chemical Name: (E)-1-(1-hydroxynaphthalen-2-yl)-3-(4-(pyrrolidin-1-yl)phenyl)prop-2-en-1-one
• CAS No.: 1353224-24-4
• Molecular Formula: C₂₃H₂₁NO₂
• Molecular Weight: 343.425

Synonyms:(E)-1-(1-hydroxynaphthalen-2-yl)-3-(4-(pyrrolidin-1-yl)phenyl)prop-2-en-1-one

Chemical Property of (E)-1-(1-hydroxynaphthalen-2-yl)-3-(4-(pyrrolidin-1-yl)phenyl)prop-2-en-1-one

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Technology Process of (E)-1-(1-hydroxynaphthalen-2-yl)-3-(4-(pyrrolidin-1-yl)phenyl)prop-2-en-1-one

There total 2 articles about (E)-1-(1-hydroxynaphthalen-2-yl)-3-(4-(pyrrolidin-1-yl)phenyl)prop-2-en-1-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: 79.0%

4-(pyrrolidin-1-yl)benzaldehyde (51980-54-2) + 1-hydroxy-2-acetonaphthone (711-79-5) → (E)-1-(1-hydroxynaphthalen-2-yl)-3-(4-(pyrrolidin-1-yl)phenyl)prop-2-en-1-one (1353224-24-4)

Guidance literature:

With pyrrolidine; In ethanol; at 20 ℃; for 16h;

DOI:10.1039/d1tc03096e

Reference yield:

4-fluorobenzaldehyde (459-57-4) → (E)-1-(1-hydroxynaphthalen-2-yl)-3-(4-(pyrrolidin-1-yl)phenyl)prop-2-en-1-one (1353224-24-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 24 h / Reflux

2: pyrrolidine / ethanol / 16 h / 20 °C

With pyrrolidine; potassium carbonate; In ethanol; N,N-dimethyl-formamide; 2: |Aldol Condensation;

DOI:10.1039/d1tc03096e

Reference yield: 85.0%

(E)-1-(1-hydroxynaphthalen-2-yl)-3-(4-(pyrrolidin-1-yl)phenyl)prop-2-en-1-one (1353224-24-4) → 2-(4-(pyrrolidin-1-yl)phenyl)-4H-benzo[h]chromen-4-one (1353224-42-6)

Guidance literature:

With iodine; In dimethyl sulfoxide; at 130 ℃;

DOI:10.1021/jm2012563

upstream raw materials:

4-(pyrrolidin-1-yl)benzaldehyde

1-hydroxy-2-acetonaphthone

4-fluorobenzaldehyde

Downstream raw materials:

3-hydroxy-2-(4-(pyrrolidin-1-yl)phenyl)-4H-benzo[h]chromen-4-one

2-(4-(pyrrolidin-1-yl)phenyl)-4H-benzo[h]chromen-4-one

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