1,11b-Dihydro-1-benzopyrano[4,3,2-de]isoquinolin-3(2H)-one

Base Information

• Chemical Name: 1,11b-Dihydro-1-benzopyrano[4,3,2-de]isoquinolin-3(2H)-one
• CAS No.: 220938-17-0
• Molecular Formula: C₁₅H₁₁NO₂
• Molecular Weight: 237.258
• Mol file: 220938-17-0.mol

Synonyms:

Chemical Property of 1,11b-Dihydro-1-benzopyrano[4,3,2-de]isoquinolin-3(2H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,11b-Dihydro-1-benzopyrano[4,3,2-de]isoquinolin-3(2H)-one

There total 7 articles about 1,11b-Dihydro-1-benzopyrano[4,3,2-de]isoquinolin-3(2H)-one 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: 56.0%

N-(pivaloyloxy)-3-(2-vinylphenoxy)benzamide (1567839-45-5) → 1,11b-dihydro-[2H]-benzopyrano[4,3,2-de]isoquinolin-3-one (220938-17-0)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium pivalate; In acetonitrile; at 20 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c4cc00029c

Reference yield:

methyl 3-hydroxybenzoate (19438-10-9) → 1,11b-dihydro-[2H]-benzopyrano[4,3,2-de]isoquinolin-3-one (220938-17-0)

Guidance literature:

Multi-step reaction with 6 steps

1: potassium carbonate / N,N-dimethyl acetamide / 4 h / 170 °C / Inert atmosphere

2: potassium tert-butylate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3: potassium hydroxide / methanol / Inert atmosphere

4: oxalyl dichloride / dichloromethane / Inert atmosphere

5: potassium carbonate / ethyl acetate; water / Inert atmosphere

6: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium pivalate / acetonitrile / 12 h / 20 °C / Schlenk technique; Inert atmosphere

With oxalyl dichloride; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; potassium tert-butylate; potassium carbonate; cesium pivalate; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl acetamide; water; ethyl acetate; acetonitrile;

DOI:10.1039/c4cc00029c

Reference yield:

2-Fluorobenzaldehyde (446-52-6) → 1,11b-dihydro-[2H]-benzopyrano[4,3,2-de]isoquinolin-3-one (220938-17-0)

Guidance literature:

Multi-step reaction with 6 steps

1: potassium carbonate / N,N-dimethyl acetamide / 4 h / 170 °C / Inert atmosphere

2: potassium tert-butylate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3: potassium hydroxide / methanol / Inert atmosphere

4: oxalyl dichloride / dichloromethane / Inert atmosphere

5: potassium carbonate / ethyl acetate; water / Inert atmosphere

6: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium pivalate / acetonitrile / 12 h / 20 °C / Schlenk technique; Inert atmosphere

With oxalyl dichloride; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; potassium tert-butylate; potassium carbonate; cesium pivalate; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl acetamide; water; ethyl acetate; acetonitrile;

DOI:10.1039/c4cc00029c

upstream raw materials:

methyl 3-hydroxybenzoate

2-Fluorobenzaldehyde

C₁₆H₁₄O₃

N-(pivaloyloxy)-3-(2-vinylphenoxy)benzamide