1-[(E)-3-(3,4-dimethoxyphenyl)-2-propenyloxy]-1-(3,4-methylenedioxyphenyl)-2-nitroethane

Base Information

• Chemical Name: 1-[(E)-3-(3,4-dimethoxyphenyl)-2-propenyloxy]-1-(3,4-methylenedioxyphenyl)-2-nitroethane
• CAS No.: 1017684-58-0
• Molecular Formula: C₂₀H₂₁NO₇
• Molecular Weight: 387.389
• Mol file: 1017684-58-0.mol

Synonyms:1-[(E)-3-(3,4-dimethoxyphenyl)-2-propenyloxy]-1-(3,4-methylenedioxyphenyl)-2-nitroethane

Chemical Property of 1-[(E)-3-(3,4-dimethoxyphenyl)-2-propenyloxy]-1-(3,4-methylenedioxyphenyl)-2-nitroethane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(E)-3-(3,4-dimethoxyphenyl)-2-propenyloxy]-1-(3,4-methylenedioxyphenyl)-2-nitroethane

There total 3 articles about 1-[(E)-3-(3,4-dimethoxyphenyl)-2-propenyloxy]-1-(3,4-methylenedioxyphenyl)-2-nitroethane 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: 62.0%

5-((E)-2-nitroethenyl)-1,3-benzodioxole (1485-00-3,22568-48-5) + (E)-3',4'-dimethoxycinnamyl alcohol (18523-76-7) → 1-[(E)-3-(3,4-dimethoxyphenyl)-2-propenyloxy]-1-(3,4-methylenedioxyphenyl)-2-nitroethane (1017684-58-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

DOI:10.1271/bbb.60575

Reference yield:

piperonal (120-57-0,30024-74-9) → 1-[(E)-3-(3,4-dimethoxyphenyl)-2-propenyloxy]-1-(3,4-methylenedioxyphenyl)-2-nitroethane (1017684-58-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 67 percent / sodium hydroxide / methanol; H₂O / 1 h / 10 - 15 °C

2: 74 percent / KHSO₄ / toluene / 1 h / Heating

3: 62 percent / NaH / various solvent(s); hexane; tetrahydrofuran / 2 h / -78 °C

With sodium hydroxide; potassium hydrogensulfate; sodium hydride; In tetrahydrofuran; methanol; hexane; water; toluene;

DOI:10.1271/bbb.60575

Reference yield:

1-(benzo[d][1,3]dioxol-6-yl)-2-nitroethanol (40288-64-0) → 1-[(E)-3-(3,4-dimethoxyphenyl)-2-propenyloxy]-1-(3,4-methylenedioxyphenyl)-2-nitroethane (1017684-58-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / KHSO₄ / toluene / 1 h / Heating

2: 62 percent / NaH / various solvent(s); hexane; tetrahydrofuran / 2 h / -78 °C

With potassium hydrogensulfate; sodium hydride; In tetrahydrofuran; hexane; toluene;

DOI:10.1271/bbb.60575

upstream raw materials:

5-((E)-2-nitroethenyl)-1,3-benzodioxole

(E)-3',4'-dimethoxycinnamyl alcohol

piperonal

1-(benzo[d][1,3]dioxol-6-yl)-2-nitroethanol

Downstream raw materials:

1-[(E)-3-(3,4-dimethoxyphenyl)-2-propenyloxy]-1-(3,4-methylenedioxyphenyl)-2-nitro-1-propanol

Refernces