4-[4-(4-chlorophenyl)piperidin-1-yl]-1-[3-(cyclopropylcarbonyl)-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl]butan-1-one

Base Information

Chemical Name:4-[4-(4-chlorophenyl)piperidin-1-yl]-1-[3-(cyclopropylcarbonyl)-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl]butan-1-one
CAS No.:1345688-45-0
Molecular Formula:C₂₉H₃₅ClN₂O₂
Molecular Weight:479.062
Hs Code.:

Synonyms:4-[4-(4-chlorophenyl)piperidin-1-yl]-1-[3-(cyclopropylcarbonyl)-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl]butan-1-one

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Chemical Property of 4-[4-(4-chlorophenyl)piperidin-1-yl]-1-[3-(cyclopropylcarbonyl)-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl]butan-1-one

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Technology Process of 4-[4-(4-chlorophenyl)piperidin-1-yl]-1-[3-(cyclopropylcarbonyl)-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl]butan-1-one

There total 5 articles about 4-[4-(4-chlorophenyl)piperidin-1-yl]-1-[3-(cyclopropylcarbonyl)-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl]butan-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: 57.0%

: 4-[4-(4-chlorophenyl)piperidin-1-yl]-1-(2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)-butan-1-one dihydrochloride

: 4023-34-1
cyclopropanecarboxylic acid chloride

: 1345688-45-0
4-[4-(4-chlorophenyl)piperidin-1-yl]-1-[3-(cyclopropylcarbonyl)-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl]butan-1-one

Guidance literature:: 4-[4-(4-chlorophenyl)piperidin-1-yl]-1-(2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)-butan-1-one dihydrochloride; cyclopropanecarboxylic acid chloride; With triethylamine; In tetrahydrofuran; at 20 ℃; for 1h; Cooling with ice;

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 20 ℃;
DOI:10.1016/j.bmc.2011.09.007

Reference yield:

: 4424-20-8
2,3,4,5-tetrahydro-1H-3-benzazepine

: 1345688-45-0
4-[4-(4-chlorophenyl)piperidin-1-yl]-1-[3-(cyclopropylcarbonyl)-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl]butan-1-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / tetrahydrofuran / 1 h / 20 °C

2.1: aluminum (III) chloride / Nitroethane / 2 h / 20 °C

3.1: potassium carbonate; N-ethyl-N,N-diisopropylamine; potassium iodide / N,N-dimethyl-formamide / 16 h / 60 °C

4.1: hydrogenchloride / water / 24 h / 120 °C

5.1: triethylamine / tetrahydrofuran / 1 h / 20 °C / Cooling with ice

5.2: 20 °C

With hydrogenchloride; aluminum (III) chloride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; potassium iodide; In tetrahydrofuran; Nitroethane; water; N,N-dimethyl-formamide; 2.1: Friedel-Crafts acylation;
DOI:10.1016/j.bmc.2011.09.007

Reference yield:

: 4-Chloro-1-(3-acetyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)-1-butanone

: 1345688-45-0
4-[4-(4-chlorophenyl)piperidin-1-yl]-1-[3-(cyclopropylcarbonyl)-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl]butan-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate; N-ethyl-N,N-diisopropylamine; potassium iodide / N,N-dimethyl-formamide / 16 h / 60 °C

2.1: hydrogenchloride / water / 24 h / 120 °C

3.1: triethylamine / tetrahydrofuran / 1 h / 20 °C / Cooling with ice

3.2: 20 °C

With hydrogenchloride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; potassium iodide; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.09.007