2-[3-(tert-Butyl-dimethyl-silanyloxy)-2-vinyl-phenyl]-cyclobutanone

Base Information

• Chemical Name: 2-[3-(tert-Butyl-dimethyl-silanyloxy)-2-vinyl-phenyl]-cyclobutanone
• CAS No.: 197015-43-3
• Molecular Formula: C₁₈H₂₆O₂Si
• Molecular Weight: 302.489
• Mol file: 197015-43-3.mol

Synonyms:2-[3-(tert-Butyl-dimethyl-silanyloxy)-2-vinyl-phenyl]-cyclobutanone

Chemical Property of 2-[3-(tert-Butyl-dimethyl-silanyloxy)-2-vinyl-phenyl]-cyclobutanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[3-(tert-Butyl-dimethyl-silanyloxy)-2-vinyl-phenyl]-cyclobutanone

There total 4 articles about 2-[3-(tert-Butyl-dimethyl-silanyloxy)-2-vinyl-phenyl]-cyclobutanone 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:

3-(tert-Butyl-dimethyl-silanyloxy)-2-vinyl-benzaldehyde (197015-41-1) → 2-[3-(tert-Butyl-dimethyl-silanyloxy)-2-vinyl-phenyl]-cyclobutanone (197015-43-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / NaH / tetrahydrofuran

2: 1.) m-chloroperbenzoic acid, 2.) HBF₄ / 1.) CH₂Cl₂, 2.) CH₂Cl₂, room temp.

With tetrafluoroboric acid; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran;

DOI:10.1021/jo971377z

Reference yield:

3-((tert-butyldimethylsilyl)oxy)-2-hydroxybenzaldehyde → 2-[3-(tert-Butyl-dimethyl-silanyloxy)-2-vinyl-phenyl]-cyclobutanone (197015-43-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / 4-(dimethylamino)pyridine / pyridine / Ambient temperature

2: 50 percent / LiCl, Pd(PPh₃)4 / tetrahydrofuran / Ambient temperature

3: 84 percent / NaH / tetrahydrofuran

4: 1.) m-chloroperbenzoic acid, 2.) HBF₄ / 1.) CH₂Cl₂, 2.) CH₂Cl₂, room temp.

With dmap; tetrafluoroboric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; 3-chloro-benzenecarboperoxoic acid; lithium chloride; In tetrahydrofuran; pyridine;

DOI:10.1021/jo971377z

Reference yield:

Trifluoro-methanesulfonic acid 2-(tert-butyl-dimethyl-silanyloxy)-6-formyl-phenyl ester (197015-40-0) → 2-[3-(tert-Butyl-dimethyl-silanyloxy)-2-vinyl-phenyl]-cyclobutanone (197015-43-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 50 percent / LiCl, Pd(PPh₃)4 / tetrahydrofuran / Ambient temperature

2: 84 percent / NaH / tetrahydrofuran

3: 1.) m-chloroperbenzoic acid, 2.) HBF₄ / 1.) CH₂Cl₂, 2.) CH₂Cl₂, room temp.

With tetrafluoroboric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; 3-chloro-benzenecarboperoxoic acid; lithium chloride; In tetrahydrofuran;

DOI:10.1021/jo971377z

upstream raw materials:

tert-Butyl-(3-cyclopropylidenemethyl-2-vinyl-phenoxy)-dimethyl-silane

3-(tert-Butyl-dimethyl-silanyloxy)-2-vinyl-benzaldehyde

Trifluoro-methanesulfonic acid 2-(tert-butyl-dimethyl-silanyloxy)-6-formyl-phenyl ester

Downstream raw materials:

tert-Butyl-dimethyl-(3-{2-[1-methyl-2-phenylsulfanyl-eth-(E)-ylidene]-cyclobutyl}-2-vinyl-phenoxy)-silane

(3-{2-[2-Benzenesulfinyl-1-methyl-eth-(E)-ylidene]-cyclobutyl}-2-vinyl-phenoxy)-tert-butyl-dimethyl-silane