(S)-5-phenethylpyrrolidin-2-one

Base Information

• Chemical Name: (S)-5-phenethylpyrrolidin-2-one
• CAS No.: 1431850-92-8
• Molecular Formula: C₁₂H₁₅NO
• Molecular Weight: 189.257
• Mol file: 1431850-92-8.mol

Synonyms:(S)-5-phenethylpyrrolidin-2-one

Chemical Property of (S)-5-phenethylpyrrolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-5-phenethylpyrrolidin-2-one

There total 3 articles about (S)-5-phenethylpyrrolidin-2-one 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: 62.0%

carbon dioxide (124-38-9,18923-20-1) + 3-Phenylpropan-1-amine (2038-57-5) → (S)-5-phenethylpyrrolidin-2-one (1431850-92-8)

Guidance literature:

carbon dioxide; 3-Phenylpropan-1-amine; With Quinuclidine; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; In toluene; for 0.5h; Irradiation;

alkyl acrylate; With iridium(lll) bis[2-(2,4-difluorophenyl)-5-methylpyridine-N,C₂₀]-4,40-di-tert-butyl-2,20-bipyridine hexafluorophosphate; In toluene; at 40 ℃; regioselective reaction; Irradiation;

DOI:10.1038/s41557-018-0085-9

Reference yield:

5-phenylpent-1-en-3-ol (37904-38-4) → (S)-5-phenethylpyrrolidin-2-one (1431850-92-8)

Guidance literature:

Multi-step reaction with 3 steps

1: (3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']diphenyl-4-en)-dibenzo[b,f]azepine; bis(1,5-cyclooctadiene)diiridium(I) dichloride; aminosulfonic acid; N,N-dimethyl-formamide / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

2: sodium hydrogencarbonate / 3 h / 0 - 20 °C / Inert atmosphere

3: dodecacarbonyl-triangulo-triruthenium; tetra-(n-butyl)ammonium iodide; carbon monoxide / N,N-dimethyl-formamide / 4 h / 150 °C / Autoclave

With (3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']diphenyl-4-en)-dibenzo[b,f]azepine; bis(1,5-cyclooctadiene)diiridium(I) dichloride; dodecacarbonyl-triangulo-triruthenium; carbon monoxide; aminosulfonic acid; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; N,N-dimethyl-formamide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ja4026787

Reference yield:

5-phenylpent-1-en-3-amine (844493-27-2) → (S)-5-phenethylpyrrolidin-2-one (1431850-92-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / 3 h / 0 - 20 °C / Inert atmosphere

2: dodecacarbonyl-triangulo-triruthenium; tetra-(n-butyl)ammonium iodide; carbon monoxide / N,N-dimethyl-formamide / 4 h / 150 °C / Autoclave

With dodecacarbonyl-triangulo-triruthenium; carbon monoxide; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; In N,N-dimethyl-formamide;

DOI:10.1021/ja4026787

upstream raw materials:

5-phenylpent-1-en-3-ol

5-phenylpent-1-en-3-amine

carbon dioxide

3-Phenylpropan-1-amine