5-acetyl-5,6,11,12-tetrahydro-2-methylthio-8-phenyldibenz[b,f]azocine

Base Information

• Chemical Name: 5-acetyl-5,6,11,12-tetrahydro-2-methylthio-8-phenyldibenz[b,f]azocine
• CAS No.: 1446114-04-0
• Molecular Formula: C₂₄H₂₃NOS
• Molecular Weight: 373.519
• Mol file: 1446114-04-0.mol

Synonyms:5-acetyl-5,6,11,12-tetrahydro-2-methylthio-8-phenyldibenz[b,f]azocine

Chemical Property of 5-acetyl-5,6,11,12-tetrahydro-2-methylthio-8-phenyldibenz[b,f]azocine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-acetyl-5,6,11,12-tetrahydro-2-methylthio-8-phenyldibenz[b,f]azocine

There total 13 articles about 5-acetyl-5,6,11,12-tetrahydro-2-methylthio-8-phenyldibenz[b,f]azocine 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: 79.0%

5-acetyl-5,6,11,12-tetrahydro-8-bromo-2-methylthiodibenz[b,f]azocine (1446113-94-5) + phenylboronic acid (98-80-6) → 5-acetyl-5,6,11,12-tetrahydro-2-methylthio-8-phenyldibenz[b,f]azocine (1446114-04-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; Reflux;

DOI:10.1055/s-0032-1318489

Reference yield:

7-bromo-2-(methylthio)-10,11-dihydro-5H-dibenzo[a,d]-[7]annulen-5-one (1446114-01-7) → 5-acetyl-5,6,11,12-tetrahydro-2-methylthio-8-phenyldibenz[b,f]azocine (1446114-04-0)

Guidance literature:

Multi-step reaction with 4 steps

1: hydroxylamine hydrochloride; pyridine / Reflux

2: diisobutylaluminium hydride / 12 h / 20 °C

3: triethylamine; dmap / dichloromethane / 20 °C

4: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; water / Reflux

With pyridine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; diisobutylaluminium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; water;

DOI:10.1055/s-0032-1318489

Reference yield:

methyl 5-bromo-2-[(3-methylthiophenyl)ethynyl]benzoate (1446114-06-2) → 5-acetyl-5,6,11,12-tetrahydro-2-methylthio-8-phenyldibenz[b,f]azocine (1446114-04-0)

Guidance literature:

Multi-step reaction with 7 steps

1: hydrogen; platinum(IV) oxide / tetrahydrofuran / 20 °C / 51717.7 Torr

2: sodium hydroxide / methanol; tetrahydrofuran; water / 0 - 20 °C

3: phosphorus pentoxide; methanesulfonic acid / 80 °C

4: hydroxylamine hydrochloride; pyridine / Reflux

5: diisobutylaluminium hydride / 12 h / 20 °C

6: triethylamine; dmap / dichloromethane / 20 °C

7: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; water / Reflux

With pyridine; dmap; platinum(IV) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; methanesulfonic acid; phosphorus pentoxide; hydroxylamine hydrochloride; hydrogen; diisobutylaluminium hydride; potassium carbonate; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1055/s-0032-1318489

upstream raw materials:

methyl 5-bromo-2-[(3-methylthiophenyl)ethynyl]benzoate

methyl 5-bromo-2-(3-(methylthio)phenethyl)benzoate

7-bromo-2-(methylthio)-10,11-dihydro-5H-dibenzo[a,d]-[7]annulen-5-one

3-iodothioanisole