ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-hydroxyphenyl]-3-pyridazinyl}-2-propenoate

Base Information

• Chemical Name: ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-hydroxyphenyl]-3-pyridazinyl}-2-propenoate
• CAS No.: 1308279-82-4
• Molecular Formula: C₂₅H₂₈N₂O₃
• Molecular Weight: 404.509
• Mol file: 1308279-82-4.mol

Synonyms:ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-hydroxyphenyl]-3-pyridazinyl}-2-propenoate

Chemical Property of ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-hydroxyphenyl]-3-pyridazinyl}-2-propenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-hydroxyphenyl]-3-pyridazinyl}-2-propenoate

There total 2 articles about ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-hydroxyphenyl]-3-pyridazinyl}-2-propenoate 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: 84.0%

ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-benzyloxyphenyl]-3-pyridazinyl}-2-propenoate (1308279-76-6) → ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-hydroxyphenyl]-3-pyridazinyl}-2-propenoate (1308279-82-4)

Guidance literature:

ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-benzyloxyphenyl]-3-pyridazinyl}-2-propenoate; With boron tribromide; In dichloromethane; at -78 ℃; for 2h; Inert atmosphere;

With water; sodium hydrogencarbonate; In dichloromethane; pH=7 - 8; Inert atmosphere;

Reference yield:

(E)-3-(6-chloropyridazin-3-yl)-acrylic acid ethyl ester (1308279-70-0) → ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-hydroxyphenyl]-3-pyridazinyl}-2-propenoate (1308279-82-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 20 h / 90 °C

2.1: boron tribromide / dichloromethane / 2 h / -78 °C / Inert atmosphere

2.2: pH 7 - 8 / Inert atmosphere

With boron tribromide; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; dichloromethane; water;

Reference yield: 88.0%

ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-hydroxyphenyl]-3-pyridazinyl}-2-propenoate (1308279-82-4) → (E)-3-{6-[3'-(1-adamantyl)-4'-hydroxyphenyl]-3-pyridazinyl}-2-propenoic acid (1308279-88-0)

Guidance literature:

ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-hydroxyphenyl]-3-pyridazinyl}-2-propenoate; With water; sodium hydroxide; In methanol; at 82 ℃; for 0.833333h; Inert atmosphere;

With hydrogenchloride; In methanol; water; at 20 ℃; Inert atmosphere;

upstream raw materials:

(E)-3-(6-chloropyridazin-3-yl)-acrylic acid ethyl ester

ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-benzyloxyphenyl]-3-pyridazinyl}-2-propenoate

Downstream raw materials:

(E)-3-{6-[3'-(1-adamantyl)-4'-hydroxyphenyl]-3-pyridazinyl}-2-propenoic acid