(E)-1-(2-iodovinyl)-3-methoxylbenzene

Base Information

• Chemical Name: (E)-1-(2-iodovinyl)-3-methoxylbenzene
• CAS No.: 405872-51-7
• Molecular Formula: C₉H₉IO
• Molecular Weight: 260.074
• Mol file: 405872-51-7.mol

Synonyms:(E)-1-(2-iodovinyl)-3-methoxylbenzene

Chemical Property of (E)-1-(2-iodovinyl)-3-methoxylbenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-1-(2-iodovinyl)-3-methoxylbenzene

There total 5 articles about (E)-1-(2-iodovinyl)-3-methoxylbenzene 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%

diiodomethane (75-11-6) + 1-bromomethyl-3-methoxybenzene (874-98-6) → (E)-1-(2-iodovinyl)-3-methoxylbenzene (405872-51-7)

Guidance literature:

diiodomethane; With sodium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; at -78 ℃; Inert atmosphere; Darkness;

1-bromomethyl-3-methoxybenzene; In tetrahydrofuran; diethyl ether; for 1.5h; Inert atmosphere;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; diethyl ether; for 1h; optical yield given as %de; stereoselective reaction; Inert atmosphere;

Reference yield:

(E)-trimethyl<2-(3-methoxyphenyl)ethenyl>silane (105281-53-6) → (E)-1-(2-iodovinyl)-3-methoxylbenzene (405872-51-7)

Guidance literature:

With N-iodo-succinimide; In toluene; acetonitrile; at 20 ℃; for 1h; stereospecific reaction;

DOI:10.1021/ol901233j

Reference yield:

(iodomethyl)triphenylphosphonium iodide (3020-28-8) + 3-methoxy-benzaldehyde (591-31-1) → (Z)-1-(2-iodovinyl)-3-methoxybenzene + (E)-1-(2-iodovinyl)-3-methoxylbenzene (405872-51-7)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20 ℃; for 1h; Overall yield = 65 percent; Overall yield = 1.87 g; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02540

upstream raw materials:

diiodomethane

1-bromomethyl-3-methoxybenzene

(E)-trimethyl<2-(3-methoxyphenyl)ethenyl>silane

(iodomethyl)triphenylphosphonium iodide

Downstream raw materials:

(E)-3-methoxystilbene

1-methoxy-3-[(1E)-3-(trimethylsilyl)-1-propen-1-yl]benzene

(E)-1-methoxy-3-(prop-1-en-1-yl)benzene