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

Base Information

Chemical Name:6-(2-{4-[4-Bromo-3-(2-hydroxyethoxy)benzyl]piperidin-1-yl}ethyl)-2,3-dihydro-4H-chromen-4-one
CAS No.:1176326-87-6
Molecular Formula:C₂₅H₃₀BrNO₄
Molecular Weight:488.421
Hs Code.:

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

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

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

There total 18 articles about 6-(2-{4-[4-Bromo-3-(2-hydroxyethoxy)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: 83.0%

: 1176327-31-3
2-[2-Bromo-5-(piperidin-4-ylmethyl)phenoxy]ethanol

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

: 1176326-87-6
6-(2-{4-[4-Bromo-3-(2-hydroxyethoxy)benzyl]piperidin-1-yl}ethyl)-2,3-dihydro-4H-chromen-4-one

Guidance literature:: With potassium carbonate; In acetonitrile; for 3.5h; Reflux;

Reference yield:

: 153556-42-4
4-bromo-3-fluorobenzoic acid

: 1176326-87-6
6-(2-{4-[4-Bromo-3-(2-hydroxyethoxy)benzyl]piperidin-1-yl}ethyl)-2,3-dihydro-4H-chromen-4-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 20 °C / Inert atmosphere

1.2: 6 h / 90 °C / Inert atmosphere

1.3: 1.67 h / 20 - 25 °C / water cooling

2.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 3.5 h / 25 °C

2.2: 0.33 h / 20 °C

3.1: triethylamine / trimethylamine hydrochloride / toluene / 2.5 h / 5 °C

4.1: lithium bromide / tetrahydrofuran / 1 h / Reflux

5.1: toluene / 3.5 h / Reflux

6.1: potassium carbonate / isopropyl alcohol / Reflux

7.1: hydrogen / 5% rhodium-on-charcoal / ethyl acetate / 3 h / 15 - 20 °C / 760.05 Torr

8.1: hydrogenchloride / isopropyl alcohol; water / 4.08 h / 55 - 60 °C

9.1: boron tribromide / dichloromethane / 2 h / 0 °C

10.1: potassium carbonate / acetonitrile / 3.5 h / Reflux

With hydrogenchloride; sodium tetrahydroborate; boron trifluoride diethyl etherate; potassium tert-butylate; hydrogen; boron tribromide; potassium carbonate; triethylamine; lithium bromide; 5% rhodium-on-charcoal; trimethylamine hydrochloride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; water; ethyl acetate; isopropyl alcohol; toluene; acetonitrile;

Reference yield:

: 1147886-95-0
(4-bromo-3-(2-methoxyethoxy)phenyl)methanol

: 1176326-87-6
6-(2-{4-[4-Bromo-3-(2-hydroxyethoxy)benzyl]piperidin-1-yl}ethyl)-2,3-dihydro-4H-chromen-4-one

Guidance literature:: Multi-step reaction with 7 steps

1: hydrogen bromide / toluene; water / 2 h / 65 - 70 °C

2: toluene / 3.5 h / Reflux

3: potassium carbonate / isopropyl alcohol / Reflux

4: hydrogen / 5% rhodium-on-charcoal / ethyl acetate / 3 h / 15 - 20 °C / 760.05 Torr

5: hydrogenchloride / isopropyl alcohol; water / 4.08 h / 55 - 60 °C

6: boron tribromide / dichloromethane / 2 h / 0 °C

7: potassium carbonate / acetonitrile / 3.5 h / Reflux

With hydrogenchloride; hydrogen bromide; hydrogen; boron tribromide; potassium carbonate; 5% rhodium-on-charcoal; In dichloromethane; water; ethyl acetate; isopropyl alcohol; toluene; acetonitrile;