ethyl 3-hydroxy-4-oxo-5-(2-oxo-2-phenylethyl)-4,5-dihydrofuro[3,2-c]quinoline-2-carboxylate

Base Information

• Chemical Name: ethyl 3-hydroxy-4-oxo-5-(2-oxo-2-phenylethyl)-4,5-dihydrofuro[3,2-c]quinoline-2-carboxylate
• CAS No.: 1186188-38-4
• Molecular Formula: C₂₂H₁₇NO₆
• Molecular Weight: 391.38
• Mol file: 1186188-38-4.mol

Synonyms:ethyl 3-hydroxy-4-oxo-5-(2-oxo-2-phenylethyl)-4,5-dihydrofuro[3,2-c]quinoline-2-carboxylate

Chemical Property of ethyl 3-hydroxy-4-oxo-5-(2-oxo-2-phenylethyl)-4,5-dihydrofuro[3,2-c]quinoline-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-hydroxy-4-oxo-5-(2-oxo-2-phenylethyl)-4,5-dihydrofuro[3,2-c]quinoline-2-carboxylate

There total 4 articles about ethyl 3-hydroxy-4-oxo-5-(2-oxo-2-phenylethyl)-4,5-dihydrofuro[3,2-c]quinoline-2-carboxylate 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: 69.0%

ethyl 2-hydroxyacetate (623-50-7) + ethyl 4-chloro-2-oxo-1-(2-oxo-2-phenylethyl)-1,2-dihydroquinoline-3-carboxylate (1186188-23-7) → ethyl 3-hydroxy-4-oxo-5-(2-oxo-2-phenylethyl)-4,5-dihydrofuro[3,2-c]quinoline-2-carboxylate (1186188-38-4)

Guidance literature:

ethyl 2-hydroxyacetate; With sodium ethanolate; In ethanol; at 20 ℃; for 0.0833333h;

ethyl 4-chloro-2-oxo-1-(2-oxo-2-phenylethyl)-1,2-dihydroquinoline-3-carboxylate; In ethanol; at 20 ℃; for 18h;

DOI:10.1016/j.bmc.2012.07.039

Reference yield:

ethyl 2,4-dichloroquinoline-3-carboxylate (6315-94-2) → ethyl 3-hydroxy-4-oxo-5-(2-oxo-2-phenylethyl)-4,5-dihydrofuro[3,2-c]quinoline-2-carboxylate (1186188-38-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium acetate / acetic acid / 20?h / 120?°C

2.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 15?min / Cooling with ice

2.2: 1 h / Cooling with ice

3.1: sodium ethanolate / ethanol / 0.08 h / 20 °C

3.2: 18 h / 20 °C

With sodium ethanolate; sodium acetate; sodium hydride; In ethanol; acetic acid; N,N-dimethyl-formamide; mineral oil;

DOI:10.1016/j.bmc.2012.07.039

Reference yield:

ethyl ester of 4-chloro-2-oxo-1,2-dihydroquinoline-3-carboxylic acid (99429-64-8) → ethyl 3-hydroxy-4-oxo-5-(2-oxo-2-phenylethyl)-4,5-dihydrofuro[3,2-c]quinoline-2-carboxylate (1186188-38-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 15?min / Cooling with ice

1.2: 1 h / Cooling with ice

2.1: sodium ethanolate / ethanol / 0.08 h / 20 °C

2.2: 18 h / 20 °C

With sodium ethanolate; sodium hydride; In ethanol; N,N-dimethyl-formamide; mineral oil;

DOI:10.1016/j.bmc.2012.07.039

upstream raw materials:

ethyl 2-hydroxyacetate

ethyl 4-chloro-2-oxo-1-(2-oxo-2-phenylethyl)-1,2-dihydroquinoline-3-carboxylate

ethyl 2,4-dichloroquinoline-3-carboxylate

ethyl ester of 4-chloro-2-oxo-1,2-dihydroquinoline-3-carboxylic acid

Downstream raw materials:

3-methoxy-4-oxo-5-(2-oxo-2-phenylethyl)-4,5-dihydrofuro[3,2-c]quinoline-2-carboxylic acid

3-methoxy-4-oxo-5-(2-oxo-2-phenylethyl)-N-(2-pyrrolidin-1-ylethyl)-4,5-dihydrofuro[3,2-c]quinoline-2-carboxamide

ethyl 3-methoxy-4-oxo-5-(2-oxo-2-phenylethyl)-4,5-dihydrofuro[3,2-c]quinoline-2-carboxylate