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

Base Information

Chemical Name:6-(2-{4-[4-Bromo-3-(2-hydroxyethoxy)benzyl]piperidin-1-yl}ethyl)-3,4-dihydro-2H-chromen-4-ol
CAS No.:1265463-52-2
Molecular Formula:C₂₅H₃₂BrNO₄
Molecular Weight:490.437
Hs Code.:

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

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

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

There total 18 articles about 6-(2-{4-[4-Bromo-3-(2-hydroxyethoxy)benzyl]piperidin-1-yl}ethyl)-3,4-dihydro-2H-chromen-4-ol 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: 70.0%

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

: 1265463-52-2
6-(2-{4-[4-Bromo-3-(2-hydroxyethoxy)benzyl]piperidin-1-yl}ethyl)-3,4-dihydro-2H-chromen-4-ol

Guidance literature:: With methanol; sodium tetrahydroborate; for 0.5h; Cooling with ice;

Reference yield:

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

: 1265463-52-2
6-(2-{4-[4-Bromo-3-(2-hydroxyethoxy)benzyl]piperidin-1-yl}ethyl)-3,4-dihydro-2H-chromen-4-ol

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

4.1: toluene / 3.5 h / Reflux

5.1: potassium carbonate / isopropyl alcohol / Reflux

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

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

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

9.1: potassium carbonate / acetonitrile / 3.5 h / Reflux

10.1: sodium tetrahydroborate; methanol / 0.5 h / Cooling with ice

With hydrogenchloride; methanol; sodium tetrahydroborate; boron trifluoride diethyl etherate; potassium tert-butylate; hydrogen bromide; hydrogen; boron tribromide; potassium carbonate; 5% rhodium-on-charcoal; 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

: 1265463-52-2
6-(2-{4-[4-Bromo-3-(2-hydroxyethoxy)benzyl]piperidin-1-yl}ethyl)-3,4-dihydro-2H-chromen-4-ol

Guidance literature:: Multi-step reaction with 8 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

8: sodium tetrahydroborate; methanol / 0.5 h / Cooling with ice

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