1-bromo-2-{(E)-2-[(E)-but-2-en-1-yloxy]vinyl}-4,5,6-trimethoxy-3-nitrobenzene

Base Information

• Chemical Name: 1-bromo-2-{(E)-2-[(E)-but-2-en-1-yloxy]vinyl}-4,5,6-trimethoxy-3-nitrobenzene
• CAS No.: 1417798-27-6
• Molecular Formula: C₁₅H₁₈BrNO₆
• Molecular Weight: 388.215

Synonyms:1-bromo-2-{(E)-2-[(E)-but-2-en-1-yloxy]vinyl}-4,5,6-trimethoxy-3-nitrobenzene

Chemical Property of 1-bromo-2-{(E)-2-[(E)-but-2-en-1-yloxy]vinyl}-4,5,6-trimethoxy-3-nitrobenzene

Chemical Property:

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Technology Process of 1-bromo-2-{(E)-2-[(E)-but-2-en-1-yloxy]vinyl}-4,5,6-trimethoxy-3-nitrobenzene

There total 1 articles about 1-bromo-2-{(E)-2-[(E)-but-2-en-1-yloxy]vinyl}-4,5,6-trimethoxy-3-nitrobenzene 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%

C10H10BrNO6 (1245525-37-4) + [(E)-crotyloxymethyl]triphenylphosphonium chloride → 1-bromo-2-{(E)-2-[(E)-but-2-en-1-yloxy]vinyl}-4,5,6-trimethoxy-3-nitrobenzene (1417798-27-6)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.75h;

DOI:10.3762/bjoc.8.197

Reference yield: 83.0%

1-bromo-2-{(E)-2-[(E)-but-2-en-1-yloxy]vinyl}-4,5,6-trimethoxy-3-nitrobenzene (1417798-27-6) → 2-(2-bromo-3,4,5-trimethoxy-6-nitrophenyl)-3-methylpent-4-enal

Guidance literature:

In 5,5-dimethyl-1,3-cyclohexadiene; Optical yield = 80.02 %de; Reflux;

DOI:10.3762/bjoc.8.197

Reference yield:

1-bromo-2-{(E)-2-[(E)-but-2-en-1-yloxy]vinyl}-4,5,6-trimethoxy-3-nitrobenzene (1417798-27-6) → 2-[1-(2-bromo-3,4,5-trimethoxy-6-nitrophenyl)-2-methylbut-3-en-1-yl]-1,3-dioxolane

Guidance literature:

Multi-step reaction with 2 steps

1: 5,5-dimethyl-1,3-cyclohexadiene / Reflux

2: toluene-4-sulfonic acid / toluene / Reflux

With toluene-4-sulfonic acid; In 5,5-dimethyl-1,3-cyclohexadiene; toluene; 1: |Claisen Rearrangement;

DOI:10.3762/bjoc.8.197

upstream raw materials:

C₁₀H₁₀BrNO₆

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