2-{ethoxy-[3-(2,4-dinitrophenyldisulfanyl)phenyl]methylene}tricyclo[3.3.1.1^3,7]decane

Base Information

• Chemical Name: 2-{ethoxy-[3-(2,4-dinitrophenyldisulfanyl)phenyl]methylene}tricyclo[3.3.1.1^3,7]decane
• CAS No.: 287171-80-6
• Molecular Formula: C₂₅H₂₆N₂O₅S₂
• Molecular Weight: 498.624

Synonyms:2-{ethoxy-[3-(2,4-dinitrophenyldisulfanyl)phenyl]methylene}tricyclo[3.3.1.1^3,7]decane

Chemical Property of 2-{ethoxy-[3-(2,4-dinitrophenyldisulfanyl)phenyl]methylene}tricyclo[3.3.1.1^3,7]decane

Chemical Property:

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Technology Process of 2-{ethoxy-[3-(2,4-dinitrophenyldisulfanyl)phenyl]methylene}tricyclo[3.3.1.1^3,7]decane

There total 6 articles about 2-{ethoxy-[3-(2,4-dinitrophenyldisulfanyl)phenyl]methylene}tricyclo[3.3.1.1^3,7]decane 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: 57.0%

2,4-dinitrophenyl sulfuryl chloride (100367-65-5) + 2-[1-(3-(tert-butylsulfanyl)phenyl)-1-ethoxymethylene]tricyclo[3.3.1.13,7]decane (287171-79-3) → 2-{ethoxy-[3-(2,4-dinitrophenyldisulfanyl)phenyl]methylene}tricyclo[3.3.1.13,7]decane (287171-80-6)

Guidance literature:

In tetrahydrofuran; for 2h;

DOI:10.1016/S0040-4039(02)00617-2

Reference yield: 17.0%

2,4-dinitrobenzenesulfenyl chloride (528-76-7) + 2-[1-(3-(tert-butylsulfanyl)phenyl)-1-ethoxymethylene]tricyclo[3.3.1.13,7]decane (287171-79-3) → 2-{ethoxy-[3-(2,4-dinitrophenyldisulfanyl)phenyl]methylene}tricyclo[3.3.1.13,7]decane (287171-80-6)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/ja0171299

Reference yield:

2-Adamantanone (700-58-3) → 2-{ethoxy-[3-(2,4-dinitrophenyldisulfanyl)phenyl]methylene}tricyclo[3.3.1.13,7]decane (287171-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / TiCl₃; LiAlH₄; NEt₃ / tetrahydrofuran / Heating

2: 17 percent / tetrahydrofuran / 2 h / 20 °C

With lithium aluminium tetrahydride; titanium(III) chloride; triethylamine; In tetrahydrofuran; 1: McMurry coupling;

DOI:10.1021/ja0171299

upstream raw materials:

2,4-dinitrophenyl sulfuryl chloride

2-[1-(3-(tert-butylsulfanyl)phenyl)-1-ethoxymethylene]tricyclo[3.3.1.1^3,7]decane

2,4-dinitrobenzenesulfenyl chloride

2-Adamantanone

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