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

Base Information

Chemical Name:6-{2-[4-(4-Bromo-3-hydroxybenzyl)piperidin-1-yl]ethyl}-3-hydroxy-2,3-dihydro-4H-chromen-4-one
CAS No.:1265463-60-2
Molecular Formula:C₂₃H₂₆BrNO₄
Molecular Weight:460.368
Hs Code.:

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

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

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

There total 22 articles about 6-{2-[4-(4-Bromo-3-hydroxybenzyl)piperidin-1-yl]ethyl}-3-hydroxy-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: 62.0%

: 1265464-43-4
6-(2-{4-[4-Bromo-3-(methoxymethoxy)benzyl]piperidin-1-yl}ethyl)-4,4-dimethoxy-3,4-dihydro-2H-chromen-3-ol

: 1265463-60-2
6-{2-[4-(4-Bromo-3-hydroxybenzyl)piperidin-1-yl]ethyl}-3-hydroxy-2,3-dihydro-4H-chromen-4-one

Guidance literature:: 6-(2-{4-[4-Bromo-3-(methoxymethoxy)benzyl]piperidin-1-yl}ethyl)-4,4-dimethoxy-3,4-dihydro-2H-chromen-3-ol; With hydrogenchloride; water; In 1,4-dioxane; at 20 ℃; for 76h;

With sodium hydrogencarbonate; In 1,4-dioxane; water;

Reference yield:

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

: 1265463-60-2
6-{2-[4-(4-Bromo-3-hydroxybenzyl)piperidin-1-yl]ethyl}-3-hydroxy-2,3-dihydro-4H-chromen-4-one

Guidance literature:: Multi-step reaction with 11 steps

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

2.1: toluene / 3.5 h / Reflux

3.1: potassium carbonate / isopropyl alcohol / Reflux

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

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

6.1: boron tribromide / dichloromethane / 20 °C / Cooling with ice bath

6.2: 20 °C / Cooling with ice bath

7.1: 1,4-dioxane / 2 h / 20 °C

8.1: potassium carbonate / N,N-dimethyl-formamide / 75 h / 20 °C

9.1: sodium hydroxide; water / 1,4-dioxane; ethanol

10.1: potassium carbonate / acetonitrile / 2 h / Reflux

11.1: hydrogenchloride; water / 1,4-dioxane / 76 h / 20 °C

With hydrogenchloride; water; hydrogen bromide; hydrogen; boron tribromide; potassium carbonate; sodium hydroxide; 5% rhodium-on-charcoal; In 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; toluene; acetonitrile;

Reference yield:

: 1176327-15-3
4-bromo-3-(2-methoxyethoxy)benzoic acid

: 1265463-60-2
6-{2-[4-(4-Bromo-3-hydroxybenzyl)piperidin-1-yl]ethyl}-3-hydroxy-2,3-dihydro-4H-chromen-4-one

Guidance literature:: Multi-step reaction with 12 steps

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

1.2: 0.33 h / 20 °C

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

3.1: toluene / 3.5 h / Reflux

4.1: potassium carbonate / isopropyl alcohol / Reflux

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

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

7.1: boron tribromide / dichloromethane / 20 °C / Cooling with ice bath

7.2: 20 °C / Cooling with ice bath

8.1: 1,4-dioxane / 2 h / 20 °C

9.1: potassium carbonate / N,N-dimethyl-formamide / 75 h / 20 °C

10.1: sodium hydroxide; water / 1,4-dioxane; ethanol

11.1: potassium carbonate / acetonitrile / 2 h / Reflux

12.1: hydrogenchloride; water / 1,4-dioxane / 76 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; boron trifluoride diethyl etherate; water; hydrogen bromide; hydrogen; boron tribromide; potassium carbonate; sodium hydroxide; 5% rhodium-on-charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; toluene; acetonitrile;