5-Hydroxy-1-(1-phenylethyl)pyrrolidin-2-one

Base Information

• Chemical Name: 5-Hydroxy-1-(1-phenylethyl)pyrrolidin-2-one
• CAS No.: 65084-17-5
• Molecular Formula: C12H15NO2
• Molecular Weight: 205.257
• DSSTox Substance ID: DTXSID40499070

Synonyms:5-Hydroxy-1-(1-phenylethyl)pyrrolidin-2-one;65084-17-5;DTXSID40499070

Chemical Property of 5-Hydroxy-1-(1-phenylethyl)pyrrolidin-2-one

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 205.110278721
• Heavy Atom Count: 15
• Complexity: 236

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)N2C(CCC2=O)O

Technology Process of 5-Hydroxy-1-(1-phenylethyl)pyrrolidin-2-one

There total 5 articles about 5-Hydroxy-1-(1-phenylethyl)pyrrolidin-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: 94.0%

1-[(1S)-1-phenylethyl]pyrrolidine-2,5-dione (62993-44-6) → 5-Hydroxy-1-((S)-1-phenyl-ethyl)-pyrrolidin-2-one (65084-17-5)

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran; at -78 ℃;

DOI:10.1021/jo00288a036

Reference yield: 50.0%

1-(1-phenylethyl)-2,5-pyrrolidinedione (86841-96-5) → 5-hydroxy-1-(1-phenylethyl)pyrrolidin-2-one (65084-17-5)

Guidance literature:

With sodium tetrahydroborate; In methanol; dichloromethane; at -15 - 3 ℃;

DOI:10.1007/s10593-011-0655-x

Reference yield:

(S)-1-phenyl-ethylamine (2627-86-3) → 5-Hydroxy-1-((S)-1-phenyl-ethyl)-pyrrolidin-2-one (65084-17-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / neat (no solvent) / 2 h / 180 °C

2: 94 percent / LiEt₃BH / tetrahydrofuran / -78 °C

With lithium triethylborohydride; In tetrahydrofuran;

DOI:10.1021/jo00288a036

upstream raw materials:

1-[(1S)-1-phenylethyl]pyrrolidine-2,5-dione

(S)-1-phenyl-ethylamine

N-(1-phenylethyl)-succinamic acid

1-(1-phenylethyl)-2,5-pyrrolidinedione

Downstream raw materials:

5-(1-Methyl-allyl)-1-((S)-1-phenyl-ethyl)-pyrrolidin-2-one

(R)-5-((R)-1-Methyl-allyl)-1-((S)-1-phenyl-ethyl)-pyrrolidin-2-one

(R)-5-((S)-1-Methyl-allyl)-1-((S)-1-phenyl-ethyl)-pyrrolidin-2-one

(S)-5-((R)-1-Methyl-allyl)-1-((S)-1-phenyl-ethyl)-pyrrolidin-2-one

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