[3-(3-bromo-2,5-diisopropoxy-6-methoxyphenyl)prop-1-yne-1-yl]trimethylsilane

Base Information

Chemical Name:[3-(3-bromo-2,5-diisopropoxy-6-methoxyphenyl)prop-1-yne-1-yl]trimethylsilane
CAS No.:1610887-80-3
Molecular Formula:C₁₉H₂₉BrO₃Si
Molecular Weight:413.427
Hs Code.:

Synonyms:[3-(3-bromo-2,5-diisopropoxy-6-methoxyphenyl)prop-1-yne-1-yl]trimethylsilane

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Chemical Property of [3-(3-bromo-2,5-diisopropoxy-6-methoxyphenyl)prop-1-yne-1-yl]trimethylsilane

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Technology Process of [3-(3-bromo-2,5-diisopropoxy-6-methoxyphenyl)prop-1-yne-1-yl]trimethylsilane

There total 6 articles about [3-(3-bromo-2,5-diisopropoxy-6-methoxyphenyl)prop-1-yne-1-yl]trimethylsilane 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:

: 1610887-79-0
1-bromo-3-(chloromethyl)-2,5-diisopropoxy-4-methoxybenzene

: zinc bromide trimethylsilylacetylide

: 1610887-80-3
[3-(3-bromo-2,5-diisopropoxy-6-methoxyphenyl)prop-1-yne-1-yl]trimethylsilane

Guidance literature:: With dichloro[bis(2-(diphenylphosphino)phenyl)ether]palladium(ll); In tetrahydrofuran; hexane; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1021/ol5011278

Reference yield:

: 96501-81-4
1,4-diisopropyloxy-2-methoxybenzene

: 1610887-80-3
[3-(3-bromo-2,5-diisopropoxy-6-methoxyphenyl)prop-1-yne-1-yl]trimethylsilane

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / 0 - 20 °C / Inert atmosphere

1.2: 3 h / 0 °C / Inert atmosphere

2.1: sodium acetate; acetic acid; bromine / 0.67 h / 20 °C / Inert atmosphere

3.1: sodium tetrahydroborate / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

3.2: 0.5 h / Inert atmosphere

4.1: triphenylphosphine; N-chloro-succinimide / dichloromethane / -10 - 0 °C / Inert atmosphere

5.1: dichloro[bis(2-(diphenylphosphino)phenyl)ether]palladium(ll) / tetrahydrofuran; hexane / 24 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; N-chloro-succinimide; n-butyllithium; dichloro[bis(2-(diphenylphosphino)phenyl)ether]palladium(ll); bromine; sodium acetate; acetic acid; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol5011278

Reference yield:

: 1066-54-2
trimethylsilylacetylene

: 1610887-80-3
[3-(3-bromo-2,5-diisopropoxy-6-methoxyphenyl)prop-1-yne-1-yl]trimethylsilane

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: 0.75 h / -78 - 20 °C / Inert atmosphere

2.1: dichloro[bis(2-(diphenylphosphino)phenyl)ether]palladium(ll) / tetrahydrofuran; hexane / 24 h / 20 °C / Inert atmosphere

With n-butyllithium; dichloro[bis(2-(diphenylphosphino)phenyl)ether]palladium(ll); In tetrahydrofuran; hexane;
DOI:10.1021/ol5011278