1-(Bromoethynyl)(2,4,6-tri-tert-butylphenyl)[(triisopropylsilyl)ethynyl]phosphane

Base Information

Chemical Name:1-(Bromoethynyl)(2,4,6-tri-tert-butylphenyl)[(triisopropylsilyl)ethynyl]phosphane
CAS No.:313703-83-2
Molecular Formula:C₃₁H₅₀BrPSi
Molecular Weight:561.701
Hs Code.:

Synonyms:1-(Bromoethynyl)(2,4,6-tri-tert-butylphenyl)[(triisopropylsilyl)ethynyl]phosphane

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Chemical Property of 1-(Bromoethynyl)(2,4,6-tri-tert-butylphenyl)[(triisopropylsilyl)ethynyl]phosphane

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Technology Process of 1-(Bromoethynyl)(2,4,6-tri-tert-butylphenyl)[(triisopropylsilyl)ethynyl]phosphane

There total 6 articles about 1-(Bromoethynyl)(2,4,6-tri-tert-butylphenyl)[(triisopropylsilyl)ethynyl]phosphane 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: 75.0%

: 313703-58-1
Ethynyl(2,4,6-tri-tert-butylphenyl)[(triisopropylsilyl)ethynyl]phosphane

: 313703-83-2
1-(Bromoethynyl)(2,4,6-tri-tert-butylphenyl)[(triisopropylsilyl)ethynyl]phosphane

Guidance literature:: Ethynyl(2,4,6-tri-tert-butylphenyl)[(triisopropylsilyl)ethynyl]phosphane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;

With toluene-p-sulfonyl bromide; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1002/1521-3765(20001016)6:20<3806::AID-CHEM3806>3.0.CO;2-J

Reference yield:

: 79074-00-3
2,4,6-tri-t-butylphenylphosphonous dichloride

: 313703-83-2
1-(Bromoethynyl)(2,4,6-tri-tert-butylphenyl)[(triisopropylsilyl)ethynyl]phosphane

Guidance literature:: Multi-step reaction with 4 steps

1.1: BuLi / diethyl ether / 0.5 h / -50 °C

1.2: 72 percent / diethyl ether / 12 h / -78 - 20 °C

2.1: 71 percent / aq. NaOH / methanol; diethyl ether / 1 h

3.1: BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

3.2: 25 percent / tetrahydrofuran; hexane / 3 h / 20 °C

4.1: BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

4.2: 75 percent / p-tosyl bromide / tetrahydrofuran / 2 h / 20 °C

With sodium hydroxide; n-butyllithium; In tetrahydrofuran; methanol; diethyl ether; hexane; 1.1: Metallation / 1.2: Substitution / 2.1: Hydrolysis / 3.1: Metallation / 3.2: Substitution / 4.1: Metallation / 4.2: Substitution;
DOI:10.1002/1521-3765(20001016)6:20<3806::AID-CHEM3806>3.0.CO;2-J

Reference yield:

: 169697-84-1
Diethynyl(2,4,6-tri-tert-butylphenyl)phosphane

: 313703-83-2
1-(Bromoethynyl)(2,4,6-tri-tert-butylphenyl)[(triisopropylsilyl)ethynyl]phosphane

Guidance literature:: Multi-step reaction with 2 steps

1.1: BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 25 percent / tetrahydrofuran; hexane / 3 h / 20 °C

2.1: BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

2.2: 75 percent / p-tosyl bromide / tetrahydrofuran / 2 h / 20 °C

With n-butyllithium; In tetrahydrofuran; hexane; 1.1: Metallation / 1.2: Substitution / 2.1: Metallation / 2.2: Substitution;
DOI:10.1002/1521-3765(20001016)6:20<3806::AID-CHEM3806>3.0.CO;2-J