5-[(1R)-2-bromo-1-hydroxyethyl]-8-[(4-methoxyphenyl)methoxy]-1,2-dihydroquinolin-2-one

Base Information

Chemical Name:5-[(1R)-2-bromo-1-hydroxyethyl]-8-[(4-methoxyphenyl)methoxy]-1,2-dihydroquinolin-2-one
CAS No.:1254102-84-5
Molecular Formula:C₁₉H₁₈BrNO₄
Molecular Weight:404.26
Hs Code.:

Synonyms:5-[(1R)-2-bromo-1-hydroxyethyl]-8-[(4-methoxyphenyl)methoxy]-1,2-dihydroquinolin-2-one

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Chemical Property of 5-[(1R)-2-bromo-1-hydroxyethyl]-8-[(4-methoxyphenyl)methoxy]-1,2-dihydroquinolin-2-one

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Technology Process of 5-[(1R)-2-bromo-1-hydroxyethyl]-8-[(4-methoxyphenyl)methoxy]-1,2-dihydroquinolin-2-one

There total 6 articles about 5-[(1R)-2-bromo-1-hydroxyethyl]-8-[(4-methoxyphenyl)methoxy]-1,2-dihydroquinolin-2-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:

: 1254102-83-4
5-(2-bromoacetyl)-8-[(4-methoxyphenyl)methoxy]-1,2-dihydroquinolin-2-one

: 1254102-84-5
5-[(1R)-2-bromo-1-hydroxyethyl]-8-[(4-methoxyphenyl)methoxy]-1,2-dihydroquinolin-2-one

Guidance literature:: 5-(2-bromoacetyl)-8-[(4-methoxyphenyl)methoxy]-1,2-dihydroquinolin-2-one; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; at -20 ℃; for 0.666667h; Inert atmosphere;

With borane-THF; In tetrahydrofuran; at -20 - 0 ℃; Inert atmosphere;

With methanol; In tetrahydrofuran; at 0 ℃;

Reference yield:

: 956235-09-9
5-acetyl-8-[(4-methoxyphenyl)methoxy]-1,2-dihydroquinolin-2-one

: 1254102-84-5
5-[(1R)-2-bromo-1-hydroxyethyl]-8-[(4-methoxyphenyl)methoxy]-1,2-dihydroquinolin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridinium hydrobromide perbromide / tetrahydrofuran / 0 °C / Reflux

2.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran / 0.67 h / -20 °C / Inert atmosphere

2.2: -20 - 0 °C / Inert atmosphere

2.3: 0 °C

With pyridinium hydrobromide perbromide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran;

Reference yield:

: 1127-45-3
8-Hydroxyquinoline-N-oxide

: 1254102-84-5
5-[(1R)-2-bromo-1-hydroxyethyl]-8-[(4-methoxyphenyl)methoxy]-1,2-dihydroquinolin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2.5 h / 70 °C / Cooling with ice

2.1: aluminum (III) chloride / 1,1-dichloroethane / 3 h / 80 °C / Cooling with ice

2.2: 20 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 90 °C

4.1: pyridinium hydrobromide perbromide / tetrahydrofuran / 0 °C / Reflux

5.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran / 0.67 h / -20 °C / Inert atmosphere

5.2: -20 - 0 °C / Inert atmosphere

5.3: 0 °C

With aluminum (III) chloride; pyridinium hydrobromide perbromide; potassium carbonate; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; 1,1-dichloroethane; N,N-dimethyl-formamide;