[3-Bromo-4-(tetrahydropyran-2-yloxy)phenoxy]-tert-butyldimethylsilane

Base Information

• Chemical Name: [3-Bromo-4-(tetrahydropyran-2-yloxy)phenoxy]-tert-butyldimethylsilane
• CAS No.: 299917-33-2
• Molecular Formula: C₁₇H₂₇BrO₃Si
• Molecular Weight: 387.389
• Mol file: 299917-33-2.mol

Synonyms:[3-Bromo-4-(tetrahydropyran-2-yloxy)phenoxy]-tert-butyldimethylsilane

Chemical Property of [3-Bromo-4-(tetrahydropyran-2-yloxy)phenoxy]-tert-butyldimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3-Bromo-4-(tetrahydropyran-2-yloxy)phenoxy]-tert-butyldimethylsilane

There total 4 articles about [3-Bromo-4-(tetrahydropyran-2-yloxy)phenoxy]-tert-butyldimethylsilane 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: 92.0%

3,4-dihydro-2H-pyran (110-87-2) + 2-Bromo-4-(tert-butyldimethylsilyloxy)phenol (299917-32-1) → [3-Bromo-4-(tetrahydropyran-2-yloxy)phenoxy]-tert-butyldimethylsilane (299917-33-2)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 19h;

DOI:10.1002/1521-3765(20000804)6:15<2874::AID-CHEM2874>3.0.CO;2-1

Reference yield:

4-(tert-butyldimethylsilyloxy)phenol (108534-47-0) → [3-Bromo-4-(tetrahydropyran-2-yloxy)phenoxy]-tert-butyldimethylsilane (299917-33-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / Br₂; tBuNH₂ / toluene / 2.5 h / -78 - -50 °C

2: 92 percent / PPTS / CH₂Cl₂ / 19 h / 20 °C

With bromine; pyridinium p-toluenesulfonate; tert-butylamine; In dichloromethane; toluene; 1: Bromination / 2: Addition;

DOI:10.1002/1521-3765(20000804)6:15<2874::AID-CHEM2874>3.0.CO;2-1

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → [3-Bromo-4-(tetrahydropyran-2-yloxy)phenoxy]-tert-butyldimethylsilane (299917-33-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / imidazole / dimethylformamide / 17 h / 20 °C

2: 60 percent / Br₂; tBuNH₂ / toluene / 2.5 h / -78 - -50 °C

3: 92 percent / PPTS / CH₂Cl₂ / 19 h / 20 °C

With 1H-imidazole; bromine; pyridinium p-toluenesulfonate; tert-butylamine; In dichloromethane; N,N-dimethyl-formamide; toluene; 1: Etherification / 2: Bromination / 3: Addition;

DOI:10.1002/1521-3765(20000804)6:15<2874::AID-CHEM2874>3.0.CO;2-1

upstream raw materials:

3,4-dihydro-2H-pyran

2-Bromo-4-(tert-butyldimethylsilyloxy)phenol

4-(tert-butyldimethylsilyloxy)phenol

tert-butyldimethylsilyl chloride