1-[(E)-2-(2-methoxyphenyl)vinyl]-1,3-dihydro-2-benzofuran

Base Information

• Chemical Name: 1-[(E)-2-(2-methoxyphenyl)vinyl]-1,3-dihydro-2-benzofuran
• CAS No.: 128445-84-1
• Molecular Formula: C₁₇H₁₆O₂
• Molecular Weight: 252.313
• Mol file: 128445-84-1.mol

Synonyms:1-[(E)-2-(2-methoxyphenyl)vinyl]-1,3-dihydro-2-benzofuran

Chemical Property of 1-[(E)-2-(2-methoxyphenyl)vinyl]-1,3-dihydro-2-benzofuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(E)-2-(2-methoxyphenyl)vinyl]-1,3-dihydro-2-benzofuran

There total 5 articles about 1-[(E)-2-(2-methoxyphenyl)vinyl]-1,3-dihydro-2-benzofuran 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: 86.0%

(2E)-3-[2-(hydroxymethyl)phenyl]-1-(2-methoxyphenyl)prop-2-en-1-ol → 1-[(E)-2-(2-methoxyphenyl)vinyl]-1,3-dihydro-2-benzofuran (128445-84-1)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -40 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c5ra00955c

Reference yield: 28.0%

benzocyclopropene (4646-69-9) + (E)-3-(2-methoxyphenyl)propenal (60125-24-8) → 1-[(E)-2-(2-methoxyphenyl)vinyl]-1,3-dihydro-2-benzofuran (128445-84-1)

Guidance literature:

tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)ytterbium; In chloroform; at 47 ℃; for 144h;

Reference yield:

1-(2-methoxyphenyl)prop-2-en-1-ol (58824-49-0) → 1-[(E)-2-(2-methoxyphenyl)vinyl]-1,3-dihydro-2-benzofuran (128445-84-1)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium diacetate; N-benzyl-N,N,N-triethylammonium chloride; sodium hydrogencarbonate / acetonitrile / 24 h / 80 °C / Schlenk technique; Inert atmosphere

2: sodium tetrahydroborate / acetonitrile / 2 h / 0 - 20 °C / Inert atmosphere; Schlenk technique

3: boron trifluoride diethyl etherate / dichloromethane / 2 h / -40 °C / Inert atmosphere

With sodium tetrahydroborate; boron trifluoride diethyl etherate; N-benzyl-N,N,N-triethylammonium chloride; palladium diacetate; sodium hydrogencarbonate; In dichloromethane; acetonitrile; 1: |Heck Reaction;

DOI:10.1039/c5ra00955c

upstream raw materials:

benzocyclopropene

(E)-3-(2-methoxyphenyl)propenal

1-(2-methoxyphenyl)prop-2-en-1-ol

2-((E)-3-hydroxy-3-(2-methoxyphenyl)propenyl)benzaldehyde