1-[(E)-3-(2-Bromo-1-ethoxy-ethoxy)-propenyl]-3-methoxy-benzene

Base Information

• Chemical Name: 1-[(E)-3-(2-Bromo-1-ethoxy-ethoxy)-propenyl]-3-methoxy-benzene
• CAS No.: 166322-32-3
• Molecular Formula: C₁₄H₁₉BrO₃
• Molecular Weight: 315.207
• Mol file: 166322-32-3.mol

Synonyms:1-[(E)-3-(2-Bromo-1-ethoxy-ethoxy)-propenyl]-3-methoxy-benzene

Chemical Property of 1-[(E)-3-(2-Bromo-1-ethoxy-ethoxy)-propenyl]-3-methoxy-benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(E)-3-(2-Bromo-1-ethoxy-ethoxy)-propenyl]-3-methoxy-benzene

There total 1 articles about 1-[(E)-3-(2-Bromo-1-ethoxy-ethoxy)-propenyl]-3-methoxy-benzene 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: 95.0%

(E)-3-(3-Methoxyphenyl)-2-propen-1-ol (125617-35-8) + ethyl vinyl ether (109-92-2,25104-37-4) → 1-[(E)-3-(2-Bromo-1-ethoxy-ethoxy)-propenyl]-3-methoxy-benzene (166322-32-3)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; at -40 - 20 ℃; for 1h;

Reference yield: 75.0%

1-[(E)-3-(2-Bromo-1-ethoxy-ethoxy)-propenyl]-3-methoxy-benzene (166322-32-3) → 2-Ethoxy-4-(3-methoxy-benzyl)-tetrahydro-furan (208836-68-4)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tributyltin chloride; sodium cyanoborohydride; In tert-butyl alcohol; for 1.5h; Heating;

Reference yield:

1-[(E)-3-(2-Bromo-1-ethoxy-ethoxy)-propenyl]-3-methoxy-benzene (166322-32-3) → 4-<(3-methoxyphenyl)methyl>dihydrofuran-2(3H)-one (86653-16-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 73.5 percent / nBu₃SnCl, NaCNBH₃, AIBN / 2-methyl-propan-2-ol / 1 h / Heating

2: 79 percent / CrO₃, H₂SO₄ / acetone / 0.08 h / Irradiation

With chromium(VI) oxide; 2,2'-azobis(isobutyronitrile); sulfuric acid; tributyltin chloride; sodium cyanoborohydride; In acetone; tert-butyl alcohol;

upstream raw materials:

(E)-3-(3-Methoxyphenyl)-2-propen-1-ol

ethyl vinyl ether

Downstream raw materials:

2-Ethoxy-4-(3-methoxy-benzyl)-tetrahydro-furan

4-<(3-methoxyphenyl)methyl>dihydrofuran-2(3H)-one

Refernces

• 1、 Srikrishna, A.,Venkateswarlu, S.,Danieldoss, S.,Sattigeri, J. A.. "Radical cyclisation methodology to lignans: Synthesis of (+/-)-enterolactone". . p. 679 - 681. Retrieved 2007/10/03.