4-(but-3-yn-1-yl)-1,2-dimethoxybenzene

Base Information

Chemical Name:4-(but-3-yn-1-yl)-1,2-dimethoxybenzene
CAS No.:1290633-53-2
Molecular Formula:C₁₂H₁₄O₂
Molecular Weight:190.242
Hs Code.:

Synonyms:

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Chemical Property of 4-(but-3-yn-1-yl)-1,2-dimethoxybenzene

Chemical Property:

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Technology Process of 4-(but-3-yn-1-yl)-1,2-dimethoxybenzene

There total 1 articles about 4-(but-3-yn-1-yl)-1,2-dimethoxybenzene 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:

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 106-96-7
propargyl bromide

: 1290633-53-2
4-(but-3-yn-1-yl)-1,2-dimethoxybenzene

Guidance literature:: propargyl bromide; With mercury(I) chloride; aluminium; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

3,4-dimethoxy-benzaldehyde; In tetrahydrofuran; at -78 ℃; Further stages; Inert atmosphere;
DOI:10.1021/acs.joc.7b01244

Reference yield:

: 1290633-53-2
4-(but-3-yn-1-yl)-1,2-dimethoxybenzene

: 1290633-51-0
N-[(1S,2R)-6,7-dimethoxy-1-(5-propyl-thiophen-3-yl)-1,2,3,4-tetrahydronaphthalen-2-yl]-4-nitrobenzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrahydrofuran / 3 h / Cooling with ice; Reflux; Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 20 °C / Cooling with ice; Inert atmosphere

2.2: 12 h / 0 °C / Reflux

3.1: copper(II) bis(trifluoromethanesulfonate); (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole) / dichloromethane / 10 h / -25 °C / Molecular sieve; Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(II) bis(trifluoromethanesulfonate); (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole); In tetrahydrofuran; dichloromethane; 2.1: Suzuki coupling / 3.1: Friedel Crafts alkylation;
DOI:10.1039/c1cc10263j

Reference yield:

: 1290633-53-2
4-(but-3-yn-1-yl)-1,2-dimethoxybenzene

: 1290633-54-3
N-[(1S,2R)-6,7-dimethoxy-1-(5-propylthiophen-3-yl)-1,2,3,4-tetrahydronaphthalen-2-yl]-N-methoxymethyl-4-nitrobenzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 3 h / Cooling with ice; Reflux; Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 20 °C / Cooling with ice; Inert atmosphere

2.2: 12 h / 0 °C / Reflux

3.1: copper(II) bis(trifluoromethanesulfonate); (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole) / dichloromethane / 10 h / -25 °C / Molecular sieve; Inert atmosphere

4.1: sodium hydride / tetrahydrofuran / 0.58 h / 0 - 20 °C / Inert atmosphere

4.2: 0.5 h / 0 - 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(II) bis(trifluoromethanesulfonate); sodium hydride; (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole); In tetrahydrofuran; dichloromethane; 2.1: Suzuki coupling / 3.1: Friedel Crafts alkylation;
DOI:10.1039/c1cc10263j