1-benzyl-3-hydroxy-4-methylene-3-phenyl-3,4-dihydro-2-quinolone

Base Information

Chemical Name:1-benzyl-3-hydroxy-4-methylene-3-phenyl-3,4-dihydro-2-quinolone
CAS No.:1615652-93-1
Molecular Formula:C₂₃H₁₉NO₂
Molecular Weight:341.409
Hs Code.:

Synonyms:1-benzyl-3-hydroxy-4-methylene-3-phenyl-3,4-dihydro-2-quinolone

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Chemical Property of 1-benzyl-3-hydroxy-4-methylene-3-phenyl-3,4-dihydro-2-quinolone

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Technology Process of 1-benzyl-3-hydroxy-4-methylene-3-phenyl-3,4-dihydro-2-quinolone

There total 5 articles about 1-benzyl-3-hydroxy-4-methylene-3-phenyl-3,4-dihydro-2-quinolone 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: 99.0%

: 1615652-89-5
1-benzyl-3-diethoxyphosphoryloxy-4-methylene-3-phenyl-3,4-dihydro-2-quinolone

: 1615652-93-1
1-benzyl-3-hydroxy-4-methylene-3-phenyl-3,4-dihydro-2-quinolone

Guidance literature:: With sodium ethanolate; In ethanol; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ol501479t

Reference yield:

: 100-52-7
benzaldehyde

: 1615652-93-1
1-benzyl-3-hydroxy-4-methylene-3-phenyl-3,4-dihydro-2-quinolone

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium cyanoborohydride; acetic acid / methanol / 22 h / 0 °C

2.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide; triethylamine / 18 h / 20 °C / Inert atmosphere

3.1: Dichloromethyl methyl ether / dichloromethane / 1 h / 20 °C / Inert atmosphere

3.2: 24 h / 0 - 20 °C / Inert atmosphere

4.1: 1-tert-butyl-2,2,4,4,4-pentakis(dimethylamino)-2Λ⁵,4Λ⁵-catenadi(phosphazene) / tetrahydrofuran; dimethyl sulfoxide / 4 h / 20 °C / Inert atmosphere

5.1: sodium ethanolate / ethanol / 1 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; Dichloromethyl methyl ether; sodium ethanolate; sodium cyanoborohydride; acetic acid; 1-tert-butyl-2,2,4,4,4-pentakis(dimethylamino)-2Λ⁵,4Λ⁵-catenadi(phosphazene); In tetrahydrofuran; methanol; ethanol; dichloromethane; dimethyl sulfoxide; triethylamine; N,N-dimethyl-formamide;
DOI:10.1021/ol501479t

Reference yield:

: 76464-99-8
N-benzyl-2-iodoaniline

: 1615652-93-1
1-benzyl-3-hydroxy-4-methylene-3-phenyl-3,4-dihydro-2-quinolone

Guidance literature:: Multi-step reaction with 4 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide; triethylamine / 18 h / 20 °C / Inert atmosphere

2.1: Dichloromethyl methyl ether / dichloromethane / 1 h / 20 °C / Inert atmosphere

2.2: 24 h / 0 - 20 °C / Inert atmosphere

3.1: 1-tert-butyl-2,2,4,4,4-pentakis(dimethylamino)-2Λ⁵,4Λ⁵-catenadi(phosphazene) / tetrahydrofuran; dimethyl sulfoxide / 4 h / 20 °C / Inert atmosphere

4.1: sodium ethanolate / ethanol / 1 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; Dichloromethyl methyl ether; sodium ethanolate; 1-tert-butyl-2,2,4,4,4-pentakis(dimethylamino)-2Λ⁵,4Λ⁵-catenadi(phosphazene); In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; triethylamine; N,N-dimethyl-formamide;
DOI:10.1021/ol501479t