1,1-dimethyl-3-(3-(4-vinylphenyl)propyl)-1,3-dihydrobenzo[c]-[1,2]oxasilole

Base Information

Chemical Name:1,1-dimethyl-3-(3-(4-vinylphenyl)propyl)-1,3-dihydrobenzo[c]-[1,2]oxasilole
CAS No.:1584149-43-8
Molecular Formula:C₂₀H₂₄OSi
Molecular Weight:308.495
Hs Code.:

Synonyms:1,1-dimethyl-3-(3-(4-vinylphenyl)propyl)-1,3-dihydrobenzo[c]-[1,2]oxasilole

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1,1-dimethyl-3-(3-(4-vinylphenyl)propyl)-1,3-dihydrobenzo[c]-[1,2]oxasilole

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Technology Process of 1,1-dimethyl-3-(3-(4-vinylphenyl)propyl)-1,3-dihydrobenzo[c]-[1,2]oxasilole

There total 3 articles about 1,1-dimethyl-3-(3-(4-vinylphenyl)propyl)-1,3-dihydrobenzo[c]-[1,2]oxasilole 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: 90.0%

: 1584149-42-7
3-(3-(4-bromophenyl)propyl)-1,1-dimethyl-1,3-dihydrobenzo[c]-[1,2]oxasilole

: potassium vinyltrifluoroborate

: 1584149-43-8
1,1-dimethyl-3-(3-(4-vinylphenyl)propyl)-1,3-dihydrobenzo[c]-[1,2]oxasilole

Guidance literature:: With caesium carbonate; triphenylphosphine; palladium dichloride; In tetrahydrofuran; water; at 85 ℃; for 19h;
DOI:10.1021/ol5007086

Reference yield:

: 6630-33-7
ortho-bromobenzaldehyde

: 1584149-43-8
1,1-dimethyl-3-(3-(4-vinylphenyl)propyl)-1,3-dihydrobenzo[c]-[1,2]oxasilole

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 15 h / 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere

2.2: 14 h / -78 - 20 °C / Inert atmosphere

3.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 20 °C

3.2: 16 h / 20 - 50 °C

4.1: palladium dichloride; triphenylphosphine; caesium carbonate / tetrahydrofuran; water / 19 h / 85 °C

With n-butyllithium; caesium carbonate; 9-borabicyclo[3.3.1]nonane; triphenylphosphine; palladium dichloride; In tetrahydrofuran; hexane; water; 4.1: |Suzuki Coupling;
DOI:10.1021/ol5007086

Reference yield:

: 71787-51-4
1-(2-bromophenyl)but-3-en-1-ol

: 1584149-43-8
1,1-dimethyl-3-(3-(4-vinylphenyl)propyl)-1,3-dihydrobenzo[c]-[1,2]oxasilole

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 14 h / -78 - 20 °C / Inert atmosphere

2.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 20 °C

2.2: 16 h / 20 - 50 °C

3.1: palladium dichloride; triphenylphosphine; caesium carbonate / tetrahydrofuran; water / 19 h / 85 °C

With n-butyllithium; caesium carbonate; 9-borabicyclo[3.3.1]nonane; triphenylphosphine; palladium dichloride; In tetrahydrofuran; hexane; water; 3.1: |Suzuki Coupling;
DOI:10.1021/ol5007086