4-bromo-3-(2-hydroxyethyl)phenyl tert-butyldimethylsilyl ether

Base Information

• Chemical Name: 4-bromo-3-(2-hydroxyethyl)phenyl tert-butyldimethylsilyl ether
• CAS No.: 342900-29-2
• Molecular Formula: C₁₄H₂₃BrO₂Si
• Molecular Weight: 331.325
• Mol file: 342900-29-2.mol

Synonyms:4-bromo-3-(2-hydroxyethyl)phenyl tert-butyldimethylsilyl ether

Chemical Property of 4-bromo-3-(2-hydroxyethyl)phenyl tert-butyldimethylsilyl ether

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of 4-bromo-3-(2-hydroxyethyl)phenyl tert-butyldimethylsilyl ether

There total 2 articles about 4-bromo-3-(2-hydroxyethyl)phenyl tert-butyldimethylsilyl ether 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: 93.0%

ethyl 6-bromo-3-(tert-butyldimethylsilyloxy)phenyl acetate (342900-28-1) → 4-bromo-3-(2-hydroxyethyl)phenyl tert-butyldimethylsilyl ether (342900-29-2)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 1.16667h;

DOI:10.1021/ja0035811

Reference yield:

ethyl 3-(tert-butyldimethylsilyloxy)phenyl acetate (245442-82-4) → 4-bromo-3-(2-hydroxyethyl)phenyl tert-butyldimethylsilyl ether (342900-29-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / Br₂; AcOH; KOAc / 2.5 h / 15 - 17 °C

2: 93 percent / LiAlH₄ / diethyl ether / 1.17 h / 0 °C

With lithium aluminium tetrahydride; bromine; potassium acetate; acetic acid; In diethyl ether;

DOI:10.1021/ja0035811

Reference yield: 76.0%

diphenyldisulfane (882-33-7) + 4-bromo-3-(2-hydroxyethyl)phenyl tert-butyldimethylsilyl ether (342900-29-2) → 4-bromo-3-[2-(phenylthio)ethyl]phenyl tert-butyldimethylsilyl ether (342900-30-5)

Guidance literature:

With tributylphosphine; In benzene; at 20 ℃; for 8h;

DOI:10.1021/ja0035811

upstream raw materials:

ethyl 6-bromo-3-(tert-butyldimethylsilyloxy)phenyl acetate

ethyl 3-(tert-butyldimethylsilyloxy)phenyl acetate

Downstream raw materials:

4-bromo-3-[2-(phenylthio)ethyl]phenyl tert-butyldimethylsilyl ether