4-(4-(4-methoxyphenyl)-3-methylbut-1-yn-1-yl)-N,N-dimethylaniline

Base Information

• Chemical Name: 4-(4-(4-methoxyphenyl)-3-methylbut-1-yn-1-yl)-N,N-dimethylaniline
• CAS No.: 1604039-77-1
• Molecular Formula: C₂₀H₂₃NO
• Molecular Weight: 293.409
• Mol file: 1604039-77-1.mol

Synonyms:4-(4-(4-methoxyphenyl)-3-methylbut-1-yn-1-yl)-N,N-dimethylaniline

Chemical Property of 4-(4-(4-methoxyphenyl)-3-methylbut-1-yn-1-yl)-N,N-dimethylaniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(4-(4-methoxyphenyl)-3-methylbut-1-yn-1-yl)-N,N-dimethylaniline

There total 3 articles about 4-(4-(4-methoxyphenyl)-3-methylbut-1-yn-1-yl)-N,N-dimethylaniline 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: 50.0%

((4-(dimethylamino)phenyl)ethynyl)magnesium bromide (1414917-83-1) + 1-(2-iodopropyl)-4-methoxybenzene (1604039-13-5) → 4-(4-(4-methoxyphenyl)-3-methylbut-1-yn-1-yl)-N,N-dimethylaniline (1604039-77-1)

Guidance literature:

With iron(II) bromide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 20 ℃; for 16h; Inert atmosphere; Glovebox;

DOI:10.1021/ol501087m

Reference yield:

4-methoxybenzyl methyl ketone (122-84-9) → 4-(4-(4-methoxyphenyl)-3-methylbut-1-yn-1-yl)-N,N-dimethylaniline (1604039-77-1)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium tetrahydroborate / methanol / 20 °C / Inert atmosphere; Glovebox; Cooling with ice

2: triphenylphosphine; 1H-imidazole; iodine / dichloromethane / 20 °C / Inert atmosphere; Glovebox

3: iron(II) bromide / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 16 h / 20 °C / Inert atmosphere; Glovebox

With 1H-imidazole; sodium tetrahydroborate; iodine; triphenylphosphine; iron(II) bromide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane;

DOI:10.1021/ol501087m

Reference yield:

1-(4-methoxyphenyl)propan-2-ol (131029-01-1,30314-64-8) → 4-(4-(4-methoxyphenyl)-3-methylbut-1-yn-1-yl)-N,N-dimethylaniline (1604039-77-1)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine; 1H-imidazole; iodine / dichloromethane / 20 °C / Inert atmosphere; Glovebox

2: iron(II) bromide / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 16 h / 20 °C / Inert atmosphere; Glovebox

With 1H-imidazole; iodine; triphenylphosphine; iron(II) bromide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane;

DOI:10.1021/ol501087m

upstream raw materials:

((4-(dimethylamino)phenyl)ethynyl)magnesium bromide

1-(2-iodopropyl)-4-methoxybenzene

4-methoxybenzyl methyl ketone

1-(4-methoxyphenyl)propan-2-ol