1-(3-bromo-4,5-dimethoxyphenyl)-6-ethoxy-7-methoxy-2-(methoxycarbonyl)naphthalene-3-carboxylic acid

Base Information

• Chemical Name: 1-(3-bromo-4,5-dimethoxyphenyl)-6-ethoxy-7-methoxy-2-(methoxycarbonyl)naphthalene-3-carboxylic acid
• CAS No.: 225517-14-6
• Molecular Formula: C₂₄H₂₃BrO₈
• Molecular Weight: 519.346

Synonyms:1-(3-bromo-4,5-dimethoxyphenyl)-6-ethoxy-7-methoxy-2-(methoxycarbonyl)naphthalene-3-carboxylic acid

Chemical Property of 1-(3-bromo-4,5-dimethoxyphenyl)-6-ethoxy-7-methoxy-2-(methoxycarbonyl)naphthalene-3-carboxylic acid

Chemical Property:

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Technology Process of 1-(3-bromo-4,5-dimethoxyphenyl)-6-ethoxy-7-methoxy-2-(methoxycarbonyl)naphthalene-3-carboxylic acid

There total 5 articles about 1-(3-bromo-4,5-dimethoxyphenyl)-6-ethoxy-7-methoxy-2-(methoxycarbonyl)naphthalene-3-carboxylic acid 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: 86.0%

1-(3-bromo-4,5-dimethoxyphenyl)-6-ethoxy-7-methoxy-2,3-bis(methoxycarbonyl)naphthalene (225517-46-4) → 1-(3-bromo-4,5-dimethoxyphenyl)-6-ethoxy-7-methoxy-2-(methoxycarbonyl)naphthalene-3-carboxylic acid (225517-14-6)

Guidance literature:

With sodium hydroxide; In methanol; for 0.5h; Heating;

DOI:10.1021/jm9807048

Reference yield:

5-bromoveratralaldehyde (6948-30-7) → 1-(3-bromo-4,5-dimethoxyphenyl)-6-ethoxy-7-methoxy-2-(methoxycarbonyl)naphthalene-3-carboxylic acid (225517-14-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) n-BuLi / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 30 min

2: AcOH / toluene / 2 h / Heating

3: TFA / toluene / Ambient temperature

4: 86 percent / 2 N aq. NaOH / methanol / 0.5 h / Heating

With sodium hydroxide; n-butyllithium; acetic acid; trifluoroacetic acid; In methanol; toluene;

DOI:10.1021/jm9807048

Reference yield:

6-bromo-3-ethoxy-4-methoxybenzaldehyde dimethyl acetal (155044-01-2) → 1-(3-bromo-4,5-dimethoxyphenyl)-6-ethoxy-7-methoxy-2-(methoxycarbonyl)naphthalene-3-carboxylic acid (225517-14-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) n-BuLi / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 30 min

2: AcOH / toluene / 2 h / Heating

3: TFA / toluene / Ambient temperature

4: 86 percent / 2 N aq. NaOH / methanol / 0.5 h / Heating

With sodium hydroxide; n-butyllithium; acetic acid; trifluoroacetic acid; In methanol; toluene;

DOI:10.1021/jm9807048

upstream raw materials:

1-(3-bromo-4,5-dimethoxyphenyl)-6-ethoxy-7-methoxy-2,3-bis(methoxycarbonyl)naphthalene

5-bromoveratralaldehyde

6-bromo-3-ethoxy-4-methoxybenzaldehyde dimethyl acetal

(3-bromo-4,5-dimethoxy-phenyl)-(2-dimethoxymethyl-4-ethoxy-5-methoxy-phenyl)-methanol

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