trimethoxy(2,4,6-tris(bis(trimethylsilyl)methyl)phenyl)germane

Base Information

• Chemical Name: trimethoxy(2,4,6-tris(bis(trimethylsilyl)methyl)phenyl)germane
• CAS No.: 443096-41-1
• Molecular Formula: C₃₀H₆₈GeO₃Si₆
• Molecular Weight: 717.971
• Mol file: 443096-41-1.mol

Synonyms:trimethoxy(2,4,6-tris(bis(trimethylsilyl)methyl)phenyl)germane

Chemical Property of trimethoxy(2,4,6-tris(bis(trimethylsilyl)methyl)phenyl)germane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trimethoxy(2,4,6-tris(bis(trimethylsilyl)methyl)phenyl)germane

There total 1 articles about trimethoxy(2,4,6-tris(bis(trimethylsilyl)methyl)phenyl)germane 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: 82.0%

methanol (67-56-1) + germaniumtetrachloride (10038-98-9) + 1-bromo-2,4,6-tris[bis(trimethylsilyl)methyl]benzene (115160-05-9) → trimethoxy(2,4,6-tris(bis(trimethylsilyl)methyl)phenyl)germane (443096-41-1)

Guidance literature:

With tert-butyllithium; triethylamine; In tetrahydrofuran; methanol; pentane; under Ar; t-BuLi/pentane added to soln. of the bromide in THF at -78°C, stirred for 0.5 h, GeCl4 added at -78°C, warmed to room temp., MeOH and Et3N added, heated under reflux for 2 h; solvents were removed, hexane and water added to residue, extracted withhexane several times, combined organic layers dried over MgSO4, filtere d, solvent was removed in vacuo; elem. anal.;

DOI:10.1021/ja0262941

Reference yield: 61.0%

1,1-dibutyl-1-stannacyclohexa-2,5-diene (31732-31-7) + n-butyllithium (109-72-8,29786-93-4) + trimethoxy(2,4,6-tris(bis(trimethylsilyl)methyl)phenyl)germane (443096-41-1) → dimethoxy(5-tributylstannylpenta-1,4-dienyl)(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)germane

Guidance literature:

With NH₄Cl; In diethyl ether; hexane; under Ar; n-BuLi/hexane (1.1 equiv.) added to soln. of 1,1-dibutyl-1-stannacyclohexa-2,4-diene in Et2O at 0°C, stirred for 0.5 h, suspn. of Ge compound in Et2O added at room temp., stirred for 48 h; quenched with aq. NH4Cl, organic layer sepd., aq. layer extracted with hexane several times, combined org. layers dried over MgSO4, filtered, solvent was removed, purification by GPLC (CHCl3); elem. anal.;

DOI:10.1021/ja0262941

Reference yield:

trimethoxy(2,4,6-tris(bis(trimethylsilyl)methyl)phenyl)germane (443096-41-1) → 1-hydroxy-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germacyclohexa-2,5-diene (443096-51-3)

Guidance literature:

Multi-step reaction with 6 steps

1: NH₄Cl / diethyl ether; hexane

2: Na₂S₂O₃ / dichloromethane

3: tert-butyllithium; HCl; SiO₂ / diethyl ether; pentane

4: diethyl ether

5: lithium diisopropylamide / tetrahydrofuran; n-heptane; ethylbenzene

6: SiO₂ / tetrahydrofuran; methanol

With NH₄Cl; Na₂S₂O₃; tert-butyllithium; HCl; SiO₂; lithium diisopropylamide; In tetrahydrofuran; methanol; diethyl ether; hexane; n-heptane; dichloromethane; ethylbenzene; pentane;

DOI:10.1021/ja0262941

upstream raw materials:

methanol

germaniumtetrachloride

1-bromo-2,4,6-tris[bis(trimethylsilyl)methyl]benzene

Downstream raw materials:

1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germabenzene

1-hydroxy-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germacyclohexa-2,4-diene

1-hydroxy-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germacyclohexa-2,5-diene

1-chloro-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germacyclohexa-2,4-diene