3-tert-butyl-2-hydroxy-5-(6-methoxy-2-oxo-3,4-dipentyl-1,2-dihydroquinolin-7-yl)benzaldehyde

Base Information

• Chemical Name: 3-tert-butyl-2-hydroxy-5-(6-methoxy-2-oxo-3,4-dipentyl-1,2-dihydroquinolin-7-yl)benzaldehyde
• CAS No.: 1361021-29-5
• Molecular Formula: C₃₁H₄₁NO₄
• Molecular Weight: 491.671
• Mol file: 1361021-29-5.mol

Synonyms:3-tert-butyl-2-hydroxy-5-(6-methoxy-2-oxo-3,4-dipentyl-1,2-dihydroquinolin-7-yl)benzaldehyde

Chemical Property of 3-tert-butyl-2-hydroxy-5-(6-methoxy-2-oxo-3,4-dipentyl-1,2-dihydroquinolin-7-yl)benzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-tert-butyl-2-hydroxy-5-(6-methoxy-2-oxo-3,4-dipentyl-1,2-dihydroquinolin-7-yl)benzaldehyde

There total 7 articles about 3-tert-butyl-2-hydroxy-5-(6-methoxy-2-oxo-3,4-dipentyl-1,2-dihydroquinolin-7-yl)benzaldehyde 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: 98.0%

3-tert-butyl-2-hydroxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzaldehyde (945629-66-3) + 7-bromo-6-methoxy-3,4-dipentylquinolin-2(1H)-one (1361021-28-4) → 3-tert-butyl-2-hydroxy-5-(6-methoxy-2-oxo-3,4-dipentyl-1,2-dihydroquinolin-7-yl)benzaldehyde (1361021-29-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; water; at 100 ℃; Inert atmosphere;

DOI:10.1039/c2ob06859a

Reference yield:

1-bromo-4-iodo-2-methoxy-5-nitrobenzene (1361021-39-7) → 3-tert-butyl-2-hydroxy-5-(6-methoxy-2-oxo-3,4-dipentyl-1,2-dihydroquinolin-7-yl)benzaldehyde (1361021-29-5)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogenchloride; iron(II) chloride tetrahydrate; iron / ethanol; water / 80 °C / Inert atmosphere

2: diethyl ether / 168 h / 40 °C

3: pyridine; Bn₄NCl; carbon monoxide; palladium diacetate / N,N-dimethyl-formamide / 4 h / 100 °C / Inert atmosphere

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 100 °C / Inert atmosphere

With pyridine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Bn₄NCl; iron(II) chloride tetrahydrate; carbon monoxide; palladium diacetate; iron; sodium carbonate; In 1,4-dioxane; diethyl ether; ethanol; water; N,N-dimethyl-formamide; 4: Miyaura-Suzuki coupling;

DOI:10.1039/c2ob06859a

Reference yield:

N-boc-5-bromo-2-iodo-4-methoxyaniline (1361021-27-3) → 3-tert-butyl-2-hydroxy-5-(6-methoxy-2-oxo-3,4-dipentyl-1,2-dihydroquinolin-7-yl)benzaldehyde (1361021-29-5)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; Bn₄NCl; carbon monoxide; palladium diacetate / N,N-dimethyl-formamide / 4 h / 100 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 100 °C / Inert atmosphere

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Bn₄NCl; carbon monoxide; palladium diacetate; sodium carbonate; In 1,4-dioxane; water; N,N-dimethyl-formamide; 2: Miyaura-Suzuki coupling;

DOI:10.1039/c2ob06859a

upstream raw materials:

1-bromo-4-iodo-2-methoxy-5-nitrobenzene

3-tert-butyl-2-hydroxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzaldehyde

7-bromo-6-methoxy-3,4-dipentylquinolin-2(1H)-one

N-boc-5-bromo-2-iodo-4-methoxyaniline

Downstream raw materials:

3-tert-butyl-2-hydroxy-5-(6-hydroxy-2-oxo-3,4-dipentyl-1,2-dihydroquinolin-7-yl)benzaldehyde

N,N'-bis[3-tert-butyl-(6,6'-dihydroxy-3,4-dipentyl-2-oxo-1,2-dihydroquinolin-7yl)salicylidene](1R,2R)diphenyl-1,2-diaminoethane