methanesulfonic acid 3-(2-oxo-1-phenyl-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl ester

Base Information

• Chemical Name: methanesulfonic acid 3-(2-oxo-1-phenyl-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl ester
• CAS No.: 868701-20-6
• Molecular Formula: C₁₉H₂₁NO₄S
• Molecular Weight: 359.446
• Mol file: 868701-20-6.mol

Synonyms:methanesulfonic acid 3-(2-oxo-1-phenyl-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl ester

Chemical Property of methanesulfonic acid 3-(2-oxo-1-phenyl-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methanesulfonic acid 3-(2-oxo-1-phenyl-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl ester

There total 4 articles about methanesulfonic acid 3-(2-oxo-1-phenyl-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl ester 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%

3-(3-hydroxy-propyl)-1-phenyl-3,4-dihydro-1H-quinolin-2-one (868701-18-2) + methanesulfonyl chloride (124-63-0) → methanesulfonic acid 3-(2-oxo-1-phenyl-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl ester (868701-20-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1016/j.bmcl.2005.07.038

Reference yield:

3-allyl-1-phenyl-3,4-dihydro-1H-quinolin-2-one → methanesulfonic acid 3-(2-oxo-1-phenyl-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl ester (868701-20-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 9-BBN / tetrahydrofuran / 0 - 20 °C

1.2: aq. NaOH; H₂O₂ / ethanol / 5 - 10 °C

1.3: ethanol / Heating

2.1: 100 percent / Et₃N / tetrahydrofuran / 3 h / 20 °C

With 9-borabicyclo[3.3.1]nonane dimer; triethylamine; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2005.07.038

Reference yield:

bromobenzene (108-86-1,52753-63-6) → methanesulfonic acid 3-(2-oxo-1-phenyl-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl ester (868701-20-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 80 percent / CuI; trans-cyclohexane-1,3-diamine; K₂CO₃ / dioxane / 125 °C

2.1: lithium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C

2.2: tetrahydrofuran / -78 - 20 °C

3.1: 9-BBN / tetrahydrofuran / 0 - 20 °C

3.2: aq. NaOH; H₂O₂ / ethanol / 5 - 10 °C

3.3: ethanol / Heating

4.1: 100 percent / Et₃N / tetrahydrofuran / 3 h / 20 °C

With copper(l) iodide; 9-borabicyclo[3.3.1]nonane dimer; trans-cyclohexane-1,3-diamine; potassium carbonate; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; 1.1: Buchwald reaction;

DOI:10.1016/j.bmcl.2005.07.038

upstream raw materials:

3-(3-hydroxy-propyl)-1-phenyl-3,4-dihydro-1H-quinolin-2-one

methanesulfonyl chloride

bromobenzene

3,4-dihydro-2(1H)-quinolone

Downstream raw materials:

3-(3-methylamino-propyl)-1-phenyl-3,4-dihydro-1H quinolin-2-one