(E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-aminocinnamic acid

Base Information

• Chemical Name: (E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-aminocinnamic acid
• CAS No.: 1352042-76-2
• Molecular Formula: C₂₅H₂₇NO₃
• Molecular Weight: 389.494
• Mol file: 1352042-76-2.mol

Synonyms:(E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-aminocinnamic acid

Chemical Property of (E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-aminocinnamic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-aminocinnamic acid

There total 5 articles about (E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-aminocinnamic 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: 100.0%

ethyl (E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-aminocinnamate (1352042-75-1) → (E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-aminocinnamic acid (1352042-76-2)

Guidance literature:

ethyl (E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-aminocinnamate; With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water; at 20 ℃; for 4h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; methanol; water; pH=1; Inert atmosphere;

DOI:10.1021/jm2011436

Reference yield:

ethyl (E)-4-[3-(1-adamantyl)-4-benzyloxyphenyl]-3-nitrocinnamate (1352042-59-1) → (E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-aminocinnamic acid (1352042-76-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tin(II) chloride hydrate / ethanol / 2 h / 80 °C / Inert atmosphere

2.1: boron tribromide / dichloromethane / 2.5 h / -78 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 4 h / 20 °C / Inert atmosphere

3.2: pH 1 / Inert atmosphere

With tin(II) chloride hydrate; lithium hydroxide monohydrate; boron tribromide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;

DOI:10.1021/jm2011436

Reference yield:

ethyl (E)-4-[3-(1-adamantyl)-4-benzyloxyphenyl]-3-aminocinnamate (1352042-73-9) → (E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-aminocinnamic acid (1352042-76-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: boron tribromide / dichloromethane / 2.5 h / -78 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 4 h / 20 °C / Inert atmosphere

2.2: pH 1 / Inert atmosphere

With lithium hydroxide monohydrate; boron tribromide; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1021/jm2011436

upstream raw materials:

ethyl (E)-4-[3-(1-adamantyl)-4-benzyloxyphenyl]-3-nitrocinnamate

ethyl (E)-4-[3-(1-adamantyl)-4-benzyloxyphenyl]-3-aminocinnamate

ethyl (E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-aminocinnamate

4-bromo-3-nitrobenzaldehyde