({1-[Methoxy(phenyl)methyl]-2-methylidenecyclobutyl}oxy)(trimethyl)silane

Base Information

• Chemical Name: ({1-[Methoxy(phenyl)methyl]-2-methylidenecyclobutyl}oxy)(trimethyl)silane
• CAS No.: 87505-97-3
• Molecular Formula: C16H24O2Si
• Molecular Weight: 276.451
• DSSTox Substance ID: DTXSID90511574
• Mol file: 87505-97-3.mol

Synonyms:87505-97-3;DTXSID90511574;({1-[Methoxy(phenyl)methyl]-2-methylidenecyclobutyl}oxy)(trimethyl)silane

Chemical Property of ({1-[Methoxy(phenyl)methyl]-2-methylidenecyclobutyl}oxy)(trimethyl)silane

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 276.154556538
• Heavy Atom Count: 19
• Complexity: 328

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(C1=CC=CC=C1)C2(CCC2=C)O[Si](C)(C)C

Technology Process of ({1-[Methoxy(phenyl)methyl]-2-methylidenecyclobutyl}oxy)(trimethyl)silane

There total 4 articles about ({1-[Methoxy(phenyl)methyl]-2-methylidenecyclobutyl}oxy)(trimethyl)silane 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: 78.0%

Methyltriphenylphosphonium bromide (1779-49-3) + 2-(1-methoxy-1-phenylmethyl)-2-(trimethylsiloxy)cyclobutanone (87505-92-8) → 1-(methoxyphenylmethyl)-2-methylene-1-(trimethylsiloxy)cyclobutane (87505-97-3)

Guidance literature:

With potassium hydride; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1021/ja00318a035

Reference yield: 78.0%

triphenyl-methylphosphonium tetrafluoroborate + 2-(1-methoxy-1-phenylmethyl)-2-(trimethylsiloxy)cyclobutanone (87505-92-8) → 1-(methoxyphenylmethyl)-2-methylene-1-(trimethylsiloxy)cyclobutane (87505-97-3)

Guidance literature:

With potassium hydride; In tetrahydrofuran; Ambient temperature;

DOI:10.1039/c39830000498

Reference yield:

1,2-bis(trimethylsiloxy)cyclobutene (17082-61-0) → 1-(methoxyphenylmethyl)-2-methylene-1-(trimethylsiloxy)cyclobutane (87505-97-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / BF₃*Et₂O / CH₂Cl₂ / -70 °C

2: 78 percent / KH / tetrahydrofuran / Ambient temperature

With boron trifluoride diethyl etherate; potassium hydride; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c39830000498

upstream raw materials:

2-(1-methoxy-1-phenylmethyl)-2-(trimethylsiloxy)cyclobutanone

Methyltriphenylphosphonium bromide

1,2-bis(trimethylsiloxy)cyclobutene

benzaldehyde dimethyl acetal

Downstream raw materials:

3-methyl-2-phenylcyclopent-2-en-1-one