4-[4-(4-cyano-benzoyl)-1,9b-dihydro-5-oxa-3,3a-diaza-cyclopenta[a]naphthalen-2-yl]-benzyl alcohol

Base Information

• Chemical Name: 4-[4-(4-cyano-benzoyl)-1,9b-dihydro-5-oxa-3,3a-diaza-cyclopenta[a]naphthalen-2-yl]-benzyl alcohol
• CAS No.: 912819-58-0
• Molecular Formula: C₂₅H₁₉N₃O₃
• Molecular Weight: 409.444
• Mol file: 912819-58-0.mol

Synonyms:4-[4-(4-cyano-benzoyl)-1,9b-dihydro-5-oxa-3,3a-diaza-cyclopenta[a]naphthalen-2-yl]-benzyl alcohol

Chemical Property of 4-[4-(4-cyano-benzoyl)-1,9b-dihydro-5-oxa-3,3a-diaza-cyclopenta[a]naphthalen-2-yl]-benzyl alcohol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[4-(4-cyano-benzoyl)-1,9b-dihydro-5-oxa-3,3a-diaza-cyclopenta[a]naphthalen-2-yl]-benzyl alcohol

There total 6 articles about 4-[4-(4-cyano-benzoyl)-1,9b-dihydro-5-oxa-3,3a-diaza-cyclopenta[a]naphthalen-2-yl]-benzyl alcohol 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: 63.0%

4-[5-(2-hydroxy-phenyl)-4,5-dihydro-1H-pyrazol-3-yl]-benzyl alcohol + 4-cyanophenylglyoxal (20099-53-0) → 4-[4-(4-cyano-benzoyl)-1,9b-dihydro-5-oxa-3,3a-diaza-cyclopenta[a]naphthalen-2-yl]-benzyl alcohol (912819-58-0)

Guidance literature:

toluene-4-sulfonic acid; In tetrahydrofuran; toluene; at 80 ℃; for 1.5h;

Reference yield:

4-[3-(2-hydroxy-phenyl)-acryloyl]-benzyl alcohol (912819-56-8) → 4-[4-(4-cyano-benzoyl)-1,9b-dihydro-5-oxa-3,3a-diaza-cyclopenta[a]naphthalen-2-yl]-benzyl alcohol (912819-58-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine / ethanol / 2 h / 20 °C

2: toluene-4-sulfonic acid / tetrahydrofuran; toluene / 1.5 h / 80 °C

With hydrazine; toluene-4-sulfonic acid; In tetrahydrofuran; ethanol; toluene;

Reference yield:

p-formylacetophenone (3457-45-2) → 4-[4-(4-cyano-benzoyl)-1,9b-dihydro-5-oxa-3,3a-diaza-cyclopenta[a]naphthalen-2-yl]-benzyl alcohol (912819-58-0)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium tris(acetoxy)borohydride / dichloroethylene, 1,2- / 7 h / Heating / reflux

2: potassium hydroxide / ethanol; water / 20 h / 20 °C

3: hydrogenchloride; water / tetrahydrofuran / 20 h / Heating / reflux

4: hydrazine / ethanol / 2 h / 20 °C

5: toluene-4-sulfonic acid / tetrahydrofuran; toluene / 1.5 h / 80 °C

With hydrogenchloride; potassium hydroxide; water; sodium tris(acetoxy)borohydride; hydrazine; toluene-4-sulfonic acid; In tetrahydrofuran; dichloroethylene, 1,2-; ethanol; water; toluene;

upstream raw materials:

4-cyanophenylglyoxal

4-[3-(2-hydroxy-phenyl)-acryloyl]-benzyl alcohol

4-{3-[2-(2-methoxy-ethoxymethoxy)-phenyl]-acryloyl}-benzyl alcohol

p-formylacetophenone

Downstream raw materials:

4-[4-(4-cyano-benzoyl)-1,9b-dihydro-5-oxa-3,3a-diaza-cyclopenta[a]naphthalen-2-yl]-benzaldehyde