3-[2-(4-methoxy-benzyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl]-acrylic acid

Base Information

• Chemical Name: 3-[2-(4-methoxy-benzyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl]-acrylic acid
• CAS No.: 930296-15-4
• Molecular Formula: C₁₉H₁₅NO₅
• Molecular Weight: 337.332

Synonyms:3-[2-(4-methoxy-benzyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl]-acrylic acid

Chemical Property of 3-[2-(4-methoxy-benzyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl]-acrylic acid

Chemical Property:

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Technology Process of 3-[2-(4-methoxy-benzyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl]-acrylic acid

There total 5 articles about 3-[2-(4-methoxy-benzyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl]-acrylic 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:

4-hydroxyphthalic anhydride (27550-59-0) → 3-[2-(4-methoxy-benzyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl]-acrylic acid (930296-15-4)

Guidance literature:

Multi-step reaction with 4 steps

1: Heating

2: triethylamine / toluene / 20 °C

3: (P(Ph)3)2PdCl₂; triethylamine / dimethylformamide

4: aq. HCl; acetic acid / acetic acid / Heating

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; acetic acid; triethylamine; In acetic acid; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.bmcl.2005.07.048

Reference yield:

3-[2-(4-methoxy-benzyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl]-acrylic acid methyl ester (930296-14-3) → 3-[2-(4-methoxy-benzyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl]-acrylic acid (930296-15-4)

Guidance literature:

With hydrogenchloride; acetic acid; In acetic acid; Heating;

DOI:10.1016/j.bmcl.2005.07.048

Reference yield:

5-hydroxy-2-(4-methoxy-benzyl)-isoindole-1,3-dione (888700-89-8) → 3-[2-(4-methoxy-benzyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl]-acrylic acid (930296-15-4)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / toluene / 20 °C

2: (P(Ph)3)2PdCl₂; triethylamine / dimethylformamide

3: aq. HCl; acetic acid / acetic acid / Heating

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; acetic acid; triethylamine; In acetic acid; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.bmcl.2005.07.048

upstream raw materials:

3-[2-(4-methoxy-benzyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl]-acrylic acid methyl ester

5-hydroxy-2-(4-methoxy-benzyl)-isoindole-1,3-dione

trifluoro-methanesulfonic acid 2-(4-methoxy-benzyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl ester

4-hydroxyphthalic anhydride

Downstream raw materials:

N-tert-butoxy-3-[2-(4-methoxy-benzyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl]-acrylamide

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