N-[3-(4-hydroxyphenyl)propionyl]-N-methyl-2-bromo-5-hydroxy-4-methoxyaniline

Base Information

Chemical Name:N-[3-(4-hydroxyphenyl)propionyl]-N-methyl-2-bromo-5-hydroxy-4-methoxyaniline
CAS No.:862794-22-7
Molecular Formula:C₁₇H₁₈BrNO₄
Molecular Weight:380.238
Hs Code.:

Synonyms:N-[3-(4-hydroxyphenyl)propionyl]-N-methyl-2-bromo-5-hydroxy-4-methoxyaniline

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Chemical Property of N-[3-(4-hydroxyphenyl)propionyl]-N-methyl-2-bromo-5-hydroxy-4-methoxyaniline

Chemical Property:

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Technology Process of N-[3-(4-hydroxyphenyl)propionyl]-N-methyl-2-bromo-5-hydroxy-4-methoxyaniline

There total 11 articles about N-[3-(4-hydroxyphenyl)propionyl]-N-methyl-2-bromo-5-hydroxy-4-methoxyaniline 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: 81.0%

: 862794-40-9
N-(5-benzyloxy-2-bromo-4-methoxy-phenyl)-3-(4-benzyloxy-phenyl)-N-methyl-propionamide

: 862794-22-7
N-[3-(4-hydroxyphenyl)propionyl]-N-methyl-2-bromo-5-hydroxy-4-methoxyaniline

Guidance literature:: With hydrogen bromide; In ethanol; at 60 ℃; for 2h;
DOI:10.1016/j.tet.2005.05.055

Reference yield:

: 5597-50-2
3-(4-hydroxyphenyl)propionic acid methyl ester

: 862794-22-7
N-[3-(4-hydroxyphenyl)propionyl]-N-methyl-2-bromo-5-hydroxy-4-methoxyaniline

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / K₂CO₃ / dimethylformamide / 18 h / 120 °C

2: 90 percent / aq. KOH / methanol / 60 °C

3: 100 percent / thionyl chloride / 2 h / Heating

4: 23.8 g / Et₃N / CHCl₃ / 1 h

5: 81 percent / aq. HBr / ethanol / 2 h / 60 °C

With potassium hydroxide; thionyl chloride; hydrogen bromide; potassium carbonate; triethylamine; In methanol; ethanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.05.055

Reference yield:

: 862794-16-9
3-hydroxy-4-methoxyformanilide

: 862794-22-7
N-[3-(4-hydroxyphenyl)propionyl]-N-methyl-2-bromo-5-hydroxy-4-methoxyaniline

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / K₂CO₃ / dimethylformamide / 8 h / 120 °C

2: 86 percent / N-bromoacetamide / tetrahydrofuran / 0 °C

3: 91 percent / BH₃*THF / tetrahydrofuran / 0.5 h / Heating

4: 23.8 g / Et₃N / CHCl₃ / 1 h

5: 81 percent / aq. HBr / ethanol / 2 h / 60 °C

With borane-THF; hydrogen bromide; potassium carbonate; triethylamine; N-bromoacetamide; In tetrahydrofuran; ethanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.05.055