α-phenyl-α,α-diethylacetaldehyde

Base Information

• Chemical Name: α-phenyl-α,α-diethylacetaldehyde
• CAS No.: 221692-50-8
• Molecular Formula: C₁₂H₁₆O
• Molecular Weight: 176.258
• Mol file: 221692-50-8.mol

Synonyms:α-phenyl-α,α-diethylacetaldehyde

Chemical Property of α-phenyl-α,α-diethylacetaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of α-phenyl-α,α-diethylacetaldehyde

There total 14 articles about α-phenyl-α,α-diethylacetaldehyde 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: 96.0%

2-ethyl-2-phenylbutan-1-ol (6006-71-9) → α-phenyl-α,α-diethylacetaldehyde (221692-50-8)

Guidance literature:

2-ethyl-2-phenylbutan-1-ol; With oxalyl dichloride; In dichloromethane; dimethyl sulfoxide; at -78 ℃; for 1h; Inert atmosphere;

With triethylamine; In dichloromethane; dimethyl sulfoxide; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.201605640

Reference yield: 83.0%

[2-ethyl-2-(2-iodo-phenyl)-butoxy]-triisopropyl-silane → α-phenyl-α,α-diethylacetaldehyde (221692-50-8) + (2-ethyl-2-phenyl-but-3-enyloxy)-triisopropyl-silane + (2-ethyl-2-phenyl-butoxy)-triisopropyl-silane

Guidance literature:

With potassium phosphate; tris-(o-tolyl)phosphine; palladium diacetate; In N,N-dimethyl-formamide; at 150 ℃; for 0.5h;

DOI:10.1002/anie.200352461

Reference yield:

benzeneacetic acid methyl ester (101-41-7) → α-phenyl-α,α-diethylacetaldehyde (221692-50-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.17 h / -78 °C

1.2: 1 h / -78 - 20 °C

2.1: lithium aluminium tetrahydride / diethyl ether / 20 °C / Inert atmosphere

3.1: pyridinium chlorochromate; potassium acetate / dichloromethane / 2 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; potassium acetate; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; n-heptane; dichloromethane; ethylbenzene;

DOI:10.1021/acs.orglett.7b00958

upstream raw materials:

2-ethyl-1,2-epoxy-1-phenyl-butane

2-ethyl-1-phenyl-butane-1,2-diol

sulfuric acid

2-ethyl-2-phenylbutan-1-ol

Downstream raw materials:

(+/-)-4-phenylhexan-3-one

β,β-diethyl-β-phenylpropionitrile

9,10-diethylphenanthrene

Refernces

• 1、 Cai, Xiao,Keshavarz, Amir,Omaque, Justin D.,Stokes, Benjamin J.. "Br?nsted Acid-Catalyzed Intramolecular Hydroarylation of β-Benzylstyrenes". supporting information. p. 2626 - 2629. Retrieved 2017/05/24.
• 2、 Baudoin, Olivier,Herrbach, Audrey,Gueritte, Francoise. "The Palladium-Catalyzed C-H Activation of Benzylic gem-Dialkyl Groups". . p. 5736 - 5740. Retrieved 2007/10/03.