8-(4-[2,2']bi[[1,3]dithiolylidene]-4-yl-phenyl)-2,5-di-tert-butyl-6-hydroxy-phenalen-1-one

Base Information

Chemical Name:8-(4-[2,2']bi[[1,3]dithiolylidene]-4-yl-phenyl)-2,5-di-tert-butyl-6-hydroxy-phenalen-1-one
CAS No.:403508-24-7
Molecular Formula:C₃₃H₃₀O₂S₄
Molecular Weight:586.864
Hs Code.:

8-(4-[2,2']bi[[1,3]dithiolylidene]-4-yl-phenyl)-2,5-di-<i>tert</i>-butyl-6-hydroxy-phenalen-1-one

Synonyms:8-(4-[2,2']bi[[1,3]dithiolylidene]-4-yl-phenyl)-2,5-di-tert-butyl-6-hydroxy-phenalen-1-one

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Chemical Property of 8-(4-[2,2']bi[[1,3]dithiolylidene]-4-yl-phenyl)-2,5-di-tert-butyl-6-hydroxy-phenalen-1-one

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Technology Process of 8-(4-[2,2']bi[[1,3]dithiolylidene]-4-yl-phenyl)-2,5-di-tert-butyl-6-hydroxy-phenalen-1-one

There total 7 articles about 8-(4-[2,2']bi[[1,3]dithiolylidene]-4-yl-phenyl)-2,5-di-tert-butyl-6-hydroxy-phenalen-1-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: 90.0%

: 139698-09-2
(n-buthylstannyl)tetrathiafulvalene

: 403508-32-7
8-(4-iodophenyl)-2,5-di-tert-butyl-6-hydroxyphenalenone

: 403508-24-7
8-(4-[2,2']bi[[1,3]dithiolylidene]-4-yl-phenyl)-2,5-di-tert-butyl-6-hydroxy-phenalen-1-one

Guidance literature:: 8-(4-iodophenyl)-2,5-di-tert-butyl-6-hydroxyphenalenone; With sodium methylate; In tetrahydrofuran; at 20 ℃;

(n-buthylstannyl)tetrathiafulvalene; With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 80 ℃;
DOI:10.1016/S0040-4039(01)01564-7

Reference yield: 53.0%

: 403508-30-5
2-(4-[2,2']bi[[1,3]dithiolylidene]-4-yl-phenyl)-5,8-di-tert-butyl-4,9-dimethoxy-2,3-dihydro-phenalen-1-one

: 403508-24-7
8-(4-[2,2']bi[[1,3]dithiolylidene]-4-yl-phenyl)-2,5-di-tert-butyl-6-hydroxy-phenalen-1-one

Guidance literature:: 2-(4-[2,2']bi[[1,3]dithiolylidene]-4-yl-phenyl)-5,8-di-tert-butyl-4,9-dimethoxy-2,3-dihydro-phenalen-1-one; With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃;

With lithium iodide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 170 ℃;

In phosphate buffer; at 20 ℃; pH=7.0;
DOI:10.1016/S0040-4039(01)01564-7

Reference yield:

: 274911-45-4
3,6-di-tert-butyl-2,7-dimethoxynaphthalene-1-carbaldehyde

: 403508-24-7
8-(4-[2,2']bi[[1,3]dithiolylidene]-4-yl-phenyl)-2,5-di-tert-butyl-6-hydroxy-phenalen-1-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 96 percent / LDA; ZnCl₂ / tetrahydrofuran / -78 °C

2.1: Et₃SiH; CF₃COOH / CH₂Cl₂ / 20 °C

2.2: 76 percent / KOH / ethanol; H₂O / 100 °C

3.1: (COCl)2 / 65 °C

3.2: 77 percent / AlCl₃ / CH₂Cl₂ / -78 °C

4.1: 63 percent / Pd(PPh₃)4 / toluene / 120 °C

5.1: LiAlH₄ / tetrahydrofuran / 20 °C

5.2: LiI / hexamethylphosphoric acid triamide / 170 °C

5.3: 53 percent / aq. phosphate buffer / 20 °C / pH 7.0

With triethylsilane; lithium aluminium tetrahydride; oxalyl dichloride; trifluoroacetic acid; zinc(II) chloride; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; toluene; 3.2: Friedel-Crafts cyclization / 4.1: Stille coupling;
DOI:10.1016/S0040-4039(01)01564-7