4-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-hydroxycyclohexa-2,5-dienone

Base Information

• Chemical Name: 4-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-hydroxycyclohexa-2,5-dienone
• CAS No.: 1133797-34-8
• Molecular Formula: C₁₄H₂₄O₃Si
• Molecular Weight: 268.428
• Mol file: 1133797-34-8.mol

Synonyms:4-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-hydroxycyclohexa-2,5-dienone

Chemical Property of 4-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-hydroxycyclohexa-2,5-dienone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-hydroxycyclohexa-2,5-dienone

There total 4 articles about 4-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-hydroxycyclohexa-2,5-dienone 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: 58.0%

4-[2-(tert-butyldimethylsilyloxy)ethyl]phenol (96013-76-2) → 4-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-hydroxycyclohexa-2,5-dien-1-one (1133797-34-8)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In water; acetonitrile; at 20 ℃; for 0.05h;

DOI:10.1039/c8ob00702k

Reference yield: 58.0%

4-[2-(tert-butyldimethylsilyloxy)ethyl]phenol (96013-76-2) → 4-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-hydroxycyclohexa-2,5-dienone (1133797-34-8)

Guidance literature:

With [bis(acetoxy)iodo]benzene; water; In acetonitrile; at 2 - 20 ℃; for 0.383333h; Inert atmosphere;

DOI:10.1021/ol302042u

Reference yield:

C8H10O2 (501-94-0) + tert-butyldimethylsilyl chloride (18162-48-6) → 4-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-hydroxycyclohexa-2,5-dienone (1133797-34-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-imidazole / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere

2: water; [bis(acetoxy)iodo]benzene / acetonitrile / 0.38 h / 2 - 20 °C / Inert atmosphere

With 1H-imidazole; [bis(acetoxy)iodo]benzene; water; In tetrahydrofuran; acetonitrile;

DOI:10.1021/ol302042u

upstream raw materials:

4-[2-(tert-butyldimethylsilyloxy)ethyl]phenol

p-hydroxyphenethyl alcohol

tert-butyldimethylsilyl chloride

C₈H₁₀O₂

Downstream raw materials:

tert-butyl (1-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-oxocylcohexa-2,5-dien-1-yl) malonate

cis-3,3a,7,7a-tetrahydro-3a-hydroxy-6(2H)-benzofuranone

C₂₃H₃₂O₄Si