5-Hydroxy-2-<6-methoxy-4-methyl-2-<(diethylamino)carbonyl>phenyl>-1,4-naphthoquinone

Base Information

Chemical Name:5-Hydroxy-2-<6-methoxy-4-methyl-2-<(diethylamino)carbonyl>phenyl>-1,4-naphthoquinone
CAS No.:161621-04-1
Molecular Formula:C₂₃H₂₃NO₅
Molecular Weight:393.439
Hs Code.:

Synonyms:5-Hydroxy-2-<6-methoxy-4-methyl-2-<(diethylamino)carbonyl>phenyl>-1,4-naphthoquinone

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Chemical Property of 5-Hydroxy-2-<6-methoxy-4-methyl-2-<(diethylamino)carbonyl>phenyl>-1,4-naphthoquinone

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Technology Process of 5-Hydroxy-2-<6-methoxy-4-methyl-2-<(diethylamino)carbonyl>phenyl>-1,4-naphthoquinone

There total 5 articles about 5-Hydroxy-2-<6-methoxy-4-methyl-2-<(diethylamino)carbonyl>phenyl>-1,4-naphthoquinone 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: 70.0%

: 69008-03-3
2-bromo-5-hydroxy-[1,4]naphthoquinone

: C₂₅H₄₅NO₂Sn

: 161621-04-1
5-Hydroxy-2-<6-methoxy-4-methyl-2-<(diethylamino)carbonyl>phenyl>-1,4-naphthoquinone

Guidance literature:: With copper(l) iodide; palladium; triphenylphosphine;
DOI:10.1002/ijch.202100015

Reference yield:

: 585-81-9
3-hydroxy-5-methylbenzoic acid

: 161621-04-1
5-Hydroxy-2-<6-methoxy-4-methyl-2-<(diethylamino)carbonyl>phenyl>-1,4-naphthoquinone

Guidance literature:: Multi-step reaction with 4 steps

1: aq. NaOH / 24 h / Heating

2: SOCl₂, DMF / CH₂Cl₂ / 3 h / 23 °C

3: CH₂Cl₂ / 12 h / 23 °C

4: 1.) t-BuLi, Me₃SnCl / 2.) Pd(PPh₃)4-CuBr / 1.) THF, pentane, -20 deg C, 2 h; -20 deg C, 30 min, 2.) 1,4-dioxane, reflux, 15 h

With sodium hydroxide; thionyl chloride; trimethyltin(IV)chloride; tert.-butyl lithium; N,N-dimethyl-formamide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) bromide; In dichloromethane;
DOI:10.1021/jo00099a045

Reference yield:

: 96227-40-6
5-methoxy-3-methylbenzoic acid chloride

: 161621-04-1
5-Hydroxy-2-<6-methoxy-4-methyl-2-<(diethylamino)carbonyl>phenyl>-1,4-naphthoquinone

Guidance literature:: Multi-step reaction with 2 steps

1: CH₂Cl₂ / 12 h / 23 °C

2: 1.) t-BuLi, Me₃SnCl / 2.) Pd(PPh₃)4-CuBr / 1.) THF, pentane, -20 deg C, 2 h; -20 deg C, 30 min, 2.) 1,4-dioxane, reflux, 15 h

With trimethyltin(IV)chloride; tert.-butyl lithium; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) bromide; In dichloromethane;
DOI:10.1021/jo00099a045