rac-(4a)-8-bromo-2-(4-methoxybenzyl)-2,3,4,4a-tetrahydro-1H-chromeno[3,2-c]pyridin-10(10aH)-one

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Chemical Name:rac-(4a)-8-bromo-2-(4-methoxybenzyl)-2,3,4,4a-tetrahydro-1H-chromeno[3,2-c]pyridin-10(10aH)-one
CAS No.:1379809-10-5
Molecular Formula:C₂₀H₂₀BrNO₃
Molecular Weight:402.288
Hs Code.:

Synonyms:rac-(4a)-8-bromo-2-(4-methoxybenzyl)-2,3,4,4a-tetrahydro-1H-chromeno[3,2-c]pyridin-10(10aH)-one

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Chemical Property of rac-(4a)-8-bromo-2-(4-methoxybenzyl)-2,3,4,4a-tetrahydro-1H-chromeno[3,2-c]pyridin-10(10aH)-one

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Technology Process of rac-(4a)-8-bromo-2-(4-methoxybenzyl)-2,3,4,4a-tetrahydro-1H-chromeno[3,2-c]pyridin-10(10aH)-one

There total 6 articles about rac-(4a)-8-bromo-2-(4-methoxybenzyl)-2,3,4,4a-tetrahydro-1H-chromeno[3,2-c]pyridin-10(10aH)-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: 100.0%

: 1379809-09-2
8-bromo-2-(4-methoxybenzyl)-2,3,4,4a,10,10a-hexahydro-1H-chromeno[3,2-c]pyridin-10-ol

: 1379809-10-5
rac-(4a)-8-bromo-2-(4-methoxybenzyl)-2,3,4,4a-tetrahydro-1H-chromeno[3,2-c]pyridin-10(10aH)-one

Guidance literature:: 8-bromo-2-(4-methoxybenzyl)-2,3,4,4a,10,10a-hexahydro-1H-chromeno[3,2-c]pyridin-10-ol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 1h;

With triethylamine; In dichloromethane; at -78 - 20 ℃; for 1h;

Reference yield:

: 1369628-10-3
8-bromo-10H-chromeno[3,2-c]pyridin-10-one

: 1379809-10-5
rac-(4a)-8-bromo-2-(4-methoxybenzyl)-2,3,4,4a-tetrahydro-1H-chromeno[3,2-c]pyridin-10(10aH)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetra-(n-butyl)ammonium iodide / 1,2-dichloro-ethane / 22 h / 90 °C / Sealed tube

2.1: ethanol; sodium tetrahydroborate / tetrahydrofuran / 6.75 h / 0 - 20 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C

3.2: 1 h / -78 - 20 °C

With sodium tetrahydroborate; oxalyl dichloride; ethanol; tetra-(n-butyl)ammonium iodide; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;

Reference yield:

: 106-41-2
4-bromo-phenol

: 1379809-10-5
rac-(4a)-8-bromo-2-(4-methoxybenzyl)-2,3,4,4a-tetrahydro-1H-chromeno[3,2-c]pyridin-10(10aH)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 20 h / 80 °C

2.1: sodium hydroxide; water / tetrahydrofuran / 7 h / 0 - 20 °C

2.2: pH 3 / Cooling with ice

3.1: sulfuric acid / 16 h / 150 °C

3.2: 0 °C

4.1: tetra-(n-butyl)ammonium iodide / 1,2-dichloro-ethane / 22 h / 90 °C / Sealed tube

5.1: ethanol; sodium tetrahydroborate / tetrahydrofuran / 6.75 h / 0 - 20 °C

6.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C

6.2: 1 h / -78 - 20 °C

With sodium tetrahydroborate; oxalyl dichloride; ethanol; sulfuric acid; water; tetra-(n-butyl)ammonium iodide; caesium carbonate; dimethyl sulfoxide; sodium hydroxide; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;