4-amino-1-(4-fluorophenyl)-1-butanone ethylene ketal

Base Information

• Chemical Name: 4-amino-1-(4-fluorophenyl)-1-butanone ethylene ketal
• CAS No.: 3308-93-8
• Molecular Formula: C₁₂H₁₆FNO₂
• Molecular Weight: 225.263
• Mol file: 3308-93-8.mol

Synonyms:4-amino-1-(4-fluorophenyl)-1-butanone ethylene ketal

Chemical Property of 4-amino-1-(4-fluorophenyl)-1-butanone ethylene ketal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-amino-1-(4-fluorophenyl)-1-butanone ethylene ketal

There total 5 articles about 4-amino-1-(4-fluorophenyl)-1-butanone ethylene ketal 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: 95.0%

2-(3-azidopropyl)-2-(4-fluorophenyl)[1,3]dioxolane (660844-86-0) → 4-amino-1-(4-fluorophenyl)-1-butanone ethylene ketal (3308-93-8)

Guidance literature:

2-(3-azidopropyl)-2-(4-fluorophenyl)[1,3]dioxolane; With triphenylphosphine; In diethyl ether; at 0 - 20 ℃; Inert atmosphere;

With water; In diethyl ether; for 19h; Inert atmosphere;

DOI:10.1016/j.bmcl.2011.04.098

Reference yield: 90.0%

2-(4-fluorophenyl)-2-(3-phthalimidopropyl)-1,3-dioxolane (3308-95-0) → 4-amino-1-(4-fluorophenyl)-1-butanone ethylene ketal (3308-93-8)

Guidance literature:

With hydrazine hydrate; In ethanol; for 3h; Heating;

DOI:10.1021/jm00069a010

Reference yield:

4-chloro-1-(4-fluorophenyl)-1,1-(ethylenedioxy)butane (3308-94-9) → 4-amino-1-(4-fluorophenyl)-1-butanone ethylene ketal (3308-93-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 97.4 percent / NaN₃; KI / dimethylformamide / 130 °C

2.1: PPh₃ / diethyl ether / 3 h / 20 °C

2.2: 78 percent / H₂O / diethyl ether / 20 °C

With sodium azide; triphenylphosphine; potassium iodide; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jm0301033

upstream raw materials:

2-(4-fluorophenyl)-2-(3-phthalimidopropyl)-1,3-dioxolane

2-(3-azidopropyl)-2-(4-fluorophenyl)[1,3]dioxolane

4-chloro-1-(4-fluorophenyl)-1,1-(ethylenedioxy)butane

4-(4-fluorophenyl)-4-oxo-n-butyl chloride

Downstream raw materials:

1-{3-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]propyl}-4,4-diphenyl-4-silapiperidine

N-(4-(4-fluoro)butyrophenone)-4-azahexacyclo[5.4.1.0^2,6.0^3,10.0^5,9.0^8,11]dodecan-3-ol

2-(4-fluorophenyl)-Δ¹-pyrrolidine

Refernces

• 1、 Banister, Samuel D.,Moussa, Iman A.,Jorgensen, William T.,Chua, Sook Wern,Kassiou, Michael. "Molecular hybridization of 4-azahexacyclo[5.4.1.02,6.0 3,10.05,9.08,11]dodecane-3-ol with sigma (σ) receptor ligands modulates off-target activity and subtype selectivity". supporting information; experimental part. p. 3622 - 3626. Retrieved 2011/08/06.
• 2、 Ismaiel,De los Angeles,Teitler,Ingher,Glennon. "Antagonism of 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane stimulus with a newly identified 5-HT2- versus 5-HT(1C)-selective antagonist". . p. 2519 - 2525. Retrieved 2007/10/02.