1-methoxy-2-(3-phenylbut-3-en-1-yl)benzene

Base Information

• Chemical Name: 1-methoxy-2-(3-phenylbut-3-en-1-yl)benzene
• CAS No.: 1353093-50-1
• Molecular Formula: C₁₇H₁₈O
• Molecular Weight: 238.329
• Mol file: 1353093-50-1.mol

Synonyms:1-methoxy-2-(3-phenylbut-3-en-1-yl)benzene

Chemical Property of 1-methoxy-2-(3-phenylbut-3-en-1-yl)benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-methoxy-2-(3-phenylbut-3-en-1-yl)benzene

There total 6 articles about 1-methoxy-2-(3-phenylbut-3-en-1-yl)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: 56.0%

3‐(2‐methoxyphenyl)‐1‐phenylpropan‐1‐one (95465-72-8) + Methyltriphenylphosphonium bromide (1779-49-3) → 1-methoxy-2-(3-phenylbut-3-en-1-yl)benzene (1353093-50-1)

Guidance literature:

Methyltriphenylphosphonium bromide; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;

3‐(2‐methoxyphenyl)‐1‐phenylpropan‐1‐one; In tetrahydrofuran; at -78 - 40 ℃; Inert atmosphere;

DOI:10.1039/c1cc15880e

Reference yield:

3-bromo-2-phenylprop-1-ene (3360-54-1) + o-Methoxybenzyl bromide (52289-93-7) → 1-methoxy-2-(3-phenylbut-3-en-1-yl)benzene (1353093-50-1)

Guidance literature:

o-Methoxybenzyl bromide; With magnesium; Inert atmosphere;

3-bromo-2-phenylprop-1-ene;

DOI:10.1002/anie.201600379

Reference yield:

N-methoxy-3-(2-methoxyphenyl)-N-methylpropanamide (1400792-50-8) → 1-methoxy-2-(3-phenylbut-3-en-1-yl)benzene (1353093-50-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium / tetrahydrofuran / 1.5 h / Inert atmosphere; Reflux

1.2: 2 h / 0 - 20 °C / Inert atmosphere

2.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

2.2: 19 h / 20 °C / Inert atmosphere

With potassium tert-butylate; magnesium; In tetrahydrofuran;

DOI:10.1055/s-0040-1719871

upstream raw materials:

3‐(2‐methoxyphenyl)‐1‐phenylpropan‐1‐one

Methyltriphenylphosphonium bromide

2-methylmethoxybenzene

3-bromo-2-phenylprop-1-ene

Downstream raw materials:

(+/-)-2-(3-methylbenzyl)-2-phenylchroman

(+/-)-2-[4-(tert-butyl)benzyl]-2-phenylchroman

2-(3-phenylbut-3-en-1-yl)phenol

Refernces

• 1、 Hu, Naifu,Li, Ke,Wang, Zheng,Tang, Wenjun. "Synthesis of Chiral 1,4-Benzodioxanes and Chromans by Enantioselective Palladium-Catalyzed Alkene Aryloxyarylation Reactions". . p. 5044 - 5048. Retrieved 2016/04/26.