4-((tert-butyldimethylsilyl)oxy)-4-methoxycyclohexa-2,5-dienone

Base Information

• Chemical Name: 4-((tert-butyldimethylsilyl)oxy)-4-methoxycyclohexa-2,5-dienone
• CAS No.: 108534-51-6
• Molecular Formula: C₁₃H₂₂O₃Si
• Molecular Weight: 254.401
• Mol file: 108534-51-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about 4-((tert-butyldimethylsilyl)oxy)-4-methoxycyclohexa-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: 97.0%

tert-Butyl-dimethyl-(1,4,4-trimethoxy-cyclohexa-2,5-dienyloxy)-silane (108534-63-0) → 4-((tert-butyldimethylsilyl)oxy)-4-methoxycyclohexa-2,5-dienone (108534-51-6)

Guidance literature:

With acetic acid; In water; acetone; for 4h; Ambient temperature;

DOI:10.1021/jo00389a023

Reference yield: 80.0%

methanol (67-56-1) + 4-(tert-butyldimethylsilyloxy)phenol (108534-47-0) → 4-((tert-butyldimethylsilyl)oxy)-4-methoxycyclohexa-2,5-dienone (108534-51-6)

Guidance literature:

With phenyliodoso diacetate; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol401235z

Reference yield:

4-(tert-butyldimethylsilyloxy)anisole (62790-87-8) → 4-((tert-butyldimethylsilyl)oxy)-4-methoxycyclohexa-2,5-dienone (108534-51-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / KOH / 0.3 h / -16 °C / anodic oxidation

2: 97 percent / acetic acid / acetone; H₂O / 4 h / Ambient temperature

With potassium hydroxide; acetic acid; In water; acetone;

DOI:10.1021/jo00389a023

upstream raw materials:

methanol

4-(tert-butyldimethylsilyloxy)phenol

tert-Butyl-dimethyl-(1,4,4-trimethoxy-cyclohexa-2,5-dienyloxy)-silane

4-(tert-butyldimethylsilyloxy)anisole

Downstream raw materials:

1-Butyl-4-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-cyclohexa-2,5-dienol

4-(tert-Butyl-dimethyl-silanyloxy)-1-(4,5-dimethoxy-2-vinyl-phenyl)-4-methoxy-cyclohexa-2,5-dienol

1-tert-Butyl-4-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-cyclohexa-2,5-dienol

4-(tert-Butyl-dimethyl-silanyloxy)-1-(1-ethoxy-cyclopropyl)-4-methoxy-cyclohexa-2,5-dienol