6-(2-{4-[3-bromo-5-(2-methoxyethoxy)benzyl]piperidin-1-yl}ethyl)-2,3-dihydro-4H-chromen-4-one

Base Information

Chemical Name:6-(2-{4-[3-bromo-5-(2-methoxyethoxy)benzyl]piperidin-1-yl}ethyl)-2,3-dihydro-4H-chromen-4-one
CAS No.:1176326-91-2
Molecular Formula:C₂₆H₃₂BrNO₄
Molecular Weight:502.448
Hs Code.:

Synonyms:6-(2-{4-[3-bromo-5-(2-methoxyethoxy)benzyl]piperidin-1-yl}ethyl)-2,3-dihydro-4H-chromen-4-one

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Chemical Property of 6-(2-{4-[3-bromo-5-(2-methoxyethoxy)benzyl]piperidin-1-yl}ethyl)-2,3-dihydro-4H-chromen-4-one

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Technology Process of 6-(2-{4-[3-bromo-5-(2-methoxyethoxy)benzyl]piperidin-1-yl}ethyl)-2,3-dihydro-4H-chromen-4-one

There total 8 articles about 6-(2-{4-[3-bromo-5-(2-methoxyethoxy)benzyl]piperidin-1-yl}ethyl)-2,3-dihydro-4H-chromen-4-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: 99.0%

: 1176327-37-9
2-(4-oxo-3,4-dihydro-2H-chromen-6-yl)ethyl 4-methylbenzenesulfonate

: 1176327-08-4
4-[3-bromo-5-(2-methoxyethoxy)benzyl]piperidine hydrochloride

: 1176326-91-2
6-(2-{4-[3-bromo-5-(2-methoxyethoxy)benzyl]piperidin-1-yl}ethyl)-2,3-dihydro-4H-chromen-4-one

Guidance literature:: With potassium carbonate; In acetonitrile; for 5h; Inert atmosphere; Reflux;
DOI:10.1016/j.bmc.2018.02.008

Reference yield:

: 14199-15-6
Methyl 4-hydroxyphenylacetate

: 1176326-91-2
6-(2-{4-[3-bromo-5-(2-methoxyethoxy)benzyl]piperidin-1-yl}ethyl)-2,3-dihydro-4H-chromen-4-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium carbonate / acetonitrile / 14 h / Inert atmosphere; Reflux

2.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium chlorite; sodium hypochlorite solution / acetonitrile / 3.5 h / 20 °C / Inert atmosphere

3.1: polyphosphoric acid / 2 h / 80 °C / Inert atmosphere

4.1: toluene-4-sulfonic acid / methanol / 22 h / 20 °C / Inert atmosphere

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.33 h / 20 °C / Inert atmosphere

5.2: 1 h / 20 °C / Inert atmosphere

6.1: trimethylamine hydrochloride; triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere

7.1: potassium carbonate / acetonitrile / 5 h / Inert atmosphere; Reflux

With sodium chlorite; lithium aluminium tetrahydride; sodium hypochlorite solution; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trimethylamine hydrochloride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.bmc.2018.02.008

Reference yield:

: 145760-36-7
3-[4-(2-methoxy-2-oxoethyl)phenoxy]propanoic acid

: 1176326-91-2
6-(2-{4-[3-bromo-5-(2-methoxyethoxy)benzyl]piperidin-1-yl}ethyl)-2,3-dihydro-4H-chromen-4-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: polyphosphoric acid / 2 h / 80 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / methanol / 22 h / 20 °C / Inert atmosphere

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.33 h / 20 °C / Inert atmosphere

3.2: 1 h / 20 °C / Inert atmosphere

4.1: trimethylamine hydrochloride; triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere

5.1: potassium carbonate / acetonitrile / 5 h / Inert atmosphere; Reflux

With lithium aluminium tetrahydride; trimethylamine hydrochloride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.bmc.2018.02.008