2-Quinolinecarboxylic acid, 1-[(6-chloro-1,3-benzodioxol-5-yl)methyl]-3-[(4-ethenylphenyl)methyl]-1,4 -dihydro-4-oxo-, ethyl ester

Base Information

• Chemical Name: 2-Quinolinecarboxylic acid, 1-[(6-chloro-1,3-benzodioxol-5-yl)methyl]-3-[(4-ethenylphenyl)methyl]-1,4 -dihydro-4-oxo-, ethyl ester
• CAS No.: 184242-54-4
• Molecular Formula: C₂₉H₂₄ClNO₅
• Molecular Weight: 501.966
• Mol file: 184242-54-4.mol

Synonyms:

Chemical Property of 2-Quinolinecarboxylic acid, 1-[(6-chloro-1,3-benzodioxol-5-yl)methyl]-3-[(4-ethenylphenyl)methyl]-1,4 -dihydro-4-oxo-, ethyl ester

Chemical Property:

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Technology Process of 2-Quinolinecarboxylic acid, 1-[(6-chloro-1,3-benzodioxol-5-yl)methyl]-3-[(4-ethenylphenyl)methyl]-1,4 -dihydro-4-oxo-, ethyl ester

There total 5 articles about 2-Quinolinecarboxylic acid, 1-[(6-chloro-1,3-benzodioxol-5-yl)methyl]-3-[(4-ethenylphenyl)methyl]-1,4 -dihydro-4-oxo-, ethyl ester 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:

(E)-1-(2-Nitro-phenyl)-3-(4-vinyl-phenyl)-propenone → 1-(6-chloro-benzo[1,3]dioxol-5-ylmethyl)-4-oxo-3-(4-vinyl-benzyl)-1,4-dihydro-quinoline-2-carboxylic acid ethyl ester (184242-54-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / H₂ / PtO₂ / ethyl acetate

2: NaBH₃CN; AcOH / methanol

3: 100 percent / Et₃N / tetrahydrofuran / 20 °C

4: K₂CO₃ / ethanol

With hydrogen; sodium cyanoborohydride; potassium carbonate; acetic acid; triethylamine; platinum(IV) oxide; In tetrahydrofuran; methanol; ethanol; ethyl acetate; 1: Reduction / 2: Reductive amination / 3: Condensation / 4: Cyclization;

DOI:10.1016/S0960-894X(00)00264-X

Reference yield:

N-(6-chloro-benzo[1,3]dioxol-5-ylmethyl)-N-{2-[3-(4-vinyl-phenyl)-propionyl]-phenyl}-oxalamic acid ethyl ester → 1-(6-chloro-benzo[1,3]dioxol-5-ylmethyl)-4-oxo-3-(4-vinyl-benzyl)-1,4-dihydro-quinoline-2-carboxylic acid ethyl ester (184242-54-4)

Guidance literature:

With potassium carbonate; In ethanol;

DOI:10.1016/S0960-894X(00)00264-X

Reference yield:

6-chloropiperonal (15952-61-1) → 1-(6-chloro-benzo[1,3]dioxol-5-ylmethyl)-4-oxo-3-(4-vinyl-benzyl)-1,4-dihydro-quinoline-2-carboxylic acid ethyl ester (184242-54-4)

Guidance literature:

Multi-step reaction with 3 steps

1: NaBH₃CN; AcOH / methanol

2: 100 percent / Et₃N / tetrahydrofuran / 20 °C

3: K₂CO₃ / ethanol

With sodium cyanoborohydride; potassium carbonate; acetic acid; triethylamine; In tetrahydrofuran; methanol; ethanol; 1: Reductive amination / 2: Condensation / 3: Cyclization;

DOI:10.1016/S0960-894X(00)00264-X

upstream raw materials:

6-chloropiperonal

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