2-{4',5'-dimethoxy-2'-[3-(4-methylphenyl)prop-2-ynyl]phenyl}-1,3-dioxolane

Base Information

Chemical Name:2-{4',5'-dimethoxy-2'-[3-(4-methylphenyl)prop-2-ynyl]phenyl}-1,3-dioxolane
CAS No.:267668-89-3
Molecular Formula:C₂₁H₂₂O₄
Molecular Weight:338.403
Hs Code.:

Synonyms:2-{4',5'-dimethoxy-2'-[3-(4-methylphenyl)prop-2-ynyl]phenyl}-1,3-dioxolane

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Chemical Property of 2-{4',5'-dimethoxy-2'-[3-(4-methylphenyl)prop-2-ynyl]phenyl}-1,3-dioxolane

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Technology Process of 2-{4',5'-dimethoxy-2'-[3-(4-methylphenyl)prop-2-ynyl]phenyl}-1,3-dioxolane

There total 4 articles about 2-{4',5'-dimethoxy-2'-[3-(4-methylphenyl)prop-2-ynyl]phenyl}-1,3-dioxolane 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: 63.0%

: 624-31-7
4-tolyl iodide

: 267668-85-9
2'-[4',5'-dimethoxy-2'-(prop-1-ynyl)phenyl]-1,3-dioxolane

: 267668-89-3
2-{4',5'-dimethoxy-2'-[3-(4-methylphenyl)prop-2-ynyl]phenyl}-1,3-dioxolane

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20 ℃; for 50h;
DOI:10.1002/1099-0690(200109)2001:17<3313::AID-EJOC3313>3.0.CO;2-E

Reference yield:

: 103477-58-3
2-(2-bromo-4,5-dimethoxyphenyl)-1,3-dioxolane

: 267668-89-3
2-{4',5'-dimethoxy-2'-[3-(4-methylphenyl)prop-2-ynyl]phenyl}-1,3-dioxolane

Guidance literature:: Multi-step reaction with 3 steps

1.1: MgBr₂ / diethyl ether; tetrahydrofuran / -78 - 20 °C

1.2: 64 percent / diethyl ether; tetrahydrofuran / 2 h / Heating

2.1: 72 percent / Bu₄NHSO₄; KF; NH₄Cl / CH₂Cl₂ / 18 h / 20 °C

3.1: 63 percent / PdCl₂(PPh₃)2; CuI; triethylamine / 50 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; potassium fluoride; copper(l) iodide; tetra(n-butyl)ammonium hydrogensulfate; ammonium chloride; triethylamine; magnesium bromide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1002/1099-0690(200109)2001:17<3313::AID-EJOC3313>3.0.CO;2-E

Reference yield:

: 267668-83-7
{3-[2'-(1,3-dioxolan-2-yl)-4',5'-dimethoxyphenyl]prop-1-ynyl}-trimethylsilane

: 267668-89-3
2-{4',5'-dimethoxy-2'-[3-(4-methylphenyl)prop-2-ynyl]phenyl}-1,3-dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / Bu₄NHSO₄; KF; NH₄Cl / CH₂Cl₂ / 18 h / 20 °C

2: 63 percent / PdCl₂(PPh₃)2; CuI; triethylamine / 50 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; potassium fluoride; copper(l) iodide; tetra(n-butyl)ammonium hydrogensulfate; ammonium chloride; triethylamine; In dichloromethane;
DOI:10.1002/1099-0690(200109)2001:17<3313::AID-EJOC3313>3.0.CO;2-E