ethyl 4-[2-(tert-butyldimethylsilyloxy)phenyl]-4-hydroxybut-2-ynoate

Base Information

• Chemical Name: ethyl 4-[2-(tert-butyldimethylsilyloxy)phenyl]-4-hydroxybut-2-ynoate
• CAS No.: 1404300-83-9
• Molecular Formula: C₁₈H₂₆O₄Si
• Molecular Weight: 334.488
• Mol file: 1404300-83-9.mol

Synonyms:ethyl 4-[2-(tert-butyldimethylsilyloxy)phenyl]-4-hydroxybut-2-ynoate

Chemical Property of ethyl 4-[2-(tert-butyldimethylsilyloxy)phenyl]-4-hydroxybut-2-ynoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of ethyl 4-[2-(tert-butyldimethylsilyloxy)phenyl]-4-hydroxybut-2-ynoate

There total 1 articles about ethyl 4-[2-(tert-butyldimethylsilyloxy)phenyl]-4-hydroxybut-2-ynoate 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:

2-((tert-butyldimethylsilyl)oxy)benzaldehyde (116585-12-7) + propynoic acid ethyl ester (623-47-2) → ethyl 4-[2-(tert-butyldimethylsilyloxy)phenyl]-4-hydroxybut-2-ynoate (1404300-83-9)

Guidance literature:

propynoic acid ethyl ester; With n-butyllithium; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

2-((tert-butyldimethylsilyl)oxy)benzaldehyde; In tetrahydrofuran; at -78 ℃; for 4h; Inert atmosphere;

DOI:10.1002/ejoc.201200708

Reference yield: 92.0%

ethyl 4-[2-(tert-butyldimethylsilyloxy)phenyl]-4-hydroxybut-2-ynoate (1404300-83-9) + methoxybenzene (100-66-3) → ethyl 2-[3-(4-methoxyphenyl)benzofuran-2-yl]acetate (1404300-93-1)

Guidance literature:

ethyl 4-[2-(tert-butyldimethylsilyloxy)phenyl]-4-hydroxybut-2-ynoate; methoxybenzene; With boron trifluoride diethyl etherate; In acetonitrile; at 20 ℃; Inert atmosphere;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; acetonitrile; at 20 ℃; for 12h; Inert atmosphere; Reflux;

DOI:10.1002/ejoc.201200708

Reference yield: 78.0%

1,2,3-trimethoxybenzene (621-23-8) + ethyl 4-[2-(tert-butyldimethylsilyloxy)phenyl]-4-hydroxybut-2-ynoate (1404300-83-9) → ethyl 2-[3-(2,4,6-trimethoxyphenyl)benzofuran-2-yl]acetate (1404300-92-0)

Guidance literature:

1,2,3-trimethoxybenzene; ethyl 4-[2-(tert-butyldimethylsilyloxy)phenyl]-4-hydroxybut-2-ynoate; With boron trifluoride diethyl etherate; In acetonitrile; at 20 ℃; Inert atmosphere;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; acetonitrile; at 20 ℃; for 12h; Inert atmosphere; Reflux;

DOI:10.1002/ejoc.201200708

upstream raw materials:

2-((tert-butyldimethylsilyl)oxy)benzaldehyde

propynoic acid ethyl ester

Downstream raw materials:

ethyl 2-[3-(2,4,6-trimethoxyphenyl)benzofuran-2-yl]acetate

ethyl 2-[3-(4-methoxyphenyl)benzofuran-2-yl]acetate