ETHYL 1-BENZYL-2-OXO-1,3,4,5,6,7-HEXAHYDRO-4A(2H)-QUINOLINECARBOXYLATE

Base Information

• Chemical Name: ETHYL 1-BENZYL-2-OXO-1,3,4,5,6,7-HEXAHYDRO-4A(2H)-QUINOLINECARBOXYLATE
• CAS No.: 154819-92-8
• Molecular Formula: C₁₉H₂₃NO₃
• Molecular Weight: 313.397
• Mol file: 154819-92-8.mol

Synonyms:1-Benzyl-2-oxo-1,3,4,5,6,7-hexahydro-2H-quinoline-4a-carboxylic acid ethyl ester

Chemical Property of ETHYL 1-BENZYL-2-OXO-1,3,4,5,6,7-HEXAHYDRO-4A(2H)-QUINOLINECARBOXYLATE

Chemical Property:

Purity/Quality:

Ethyl 1-benzyl-2-oxo-1,3,4,5,6,7-hexahydro-4a(2H)-quinolinecarboxylate ^*data from reagent suppliers

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Technology Process of ETHYL 1-BENZYL-2-OXO-1,3,4,5,6,7-HEXAHYDRO-4A(2H)-QUINOLINECARBOXYLATE

There total 4 articles about ETHYL 1-BENZYL-2-OXO-1,3,4,5,6,7-HEXAHYDRO-4A(2H)-QUINOLINECARBOXYLATE 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: 95.0%

ethyl 2-oxocyclohexane carboxylate (1655-07-8) + acryloyl chloride (814-68-6,25189-84-8) + benzylamine (100-46-9) → 1-Benzyl-2-oxo-1,3,4,5,6,7-hexahydro-2H-quinoline-4a-carboxylic acid ethyl ester (154819-92-8)

Guidance literature:

ethyl 2-oxocyclohexane carboxylate; benzylamine; With boron trifluoride diethyl etherate; In chloroform; at 90 ℃; for 12h;

acryloyl chloride; In tetrahydrofuran; at 90 ℃;

DOI:10.1016/j.cclet.2021.03.068

Reference yield:

ethyl 2-oxocyclohexane carboxylate (1655-07-8) → 1-Benzyl-2-oxo-1,3,4,5,6,7-hexahydro-2H-quinoline-4a-carboxylic acid ethyl ester (154819-92-8)

Guidance literature:

Multi-step reaction with 2 steps

1: TsOH / benzene / Heating

2: tetrahydrofuran / Heating

With toluene-4-sulfonic acid; In tetrahydrofuran; benzene;

DOI:10.1021/jo00086a009

Reference yield:

benzylamine (100-46-9) → 1-Benzyl-2-oxo-1,3,4,5,6,7-hexahydro-2H-quinoline-4a-carboxylic acid ethyl ester (154819-92-8)

Guidance literature:

Multi-step reaction with 2 steps

1: TsOH / benzene / Heating

2: tetrahydrofuran / Heating

With toluene-4-sulfonic acid; In tetrahydrofuran; benzene;

DOI:10.1021/jo00086a009

upstream raw materials:

ethyl 2-(benzylamino)cyclohex-1-ene-1-carboxylate

acryloyl chloride

ethyl 2-oxocyclohexane carboxylate

benzylamine

Downstream raw materials:

1-benzyl-3,4,5,6,7,8-hexahydro-2(1H)-quinolinone

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