1-[(Acetyloxy)phenylacetyl]-pyrrolidine

Base Information

• Chemical Name: 1-[(Acetyloxy)phenylacetyl]-pyrrolidine
• CAS No.: 73200-21-2
• Molecular Formula: C14H17NO3
• Molecular Weight: 247.29
• DSSTox Substance ID: DTXSID50399714
• Mol file: 73200-21-2.mol

Synonyms:73200-21-2;1-[(ACETYLOXY)PHENYLACETYL]-PYRROLIDINE;(2-oxo-1-phenyl-2-pyrrolidin-1-ylethyl) acetate;2-oxo-1-phenyl-2-(pyrrolidin-1-yl)ethyl acetate;1-[(acetyloxy)phenylacetyl]pyrrolidine;DTXSID50399714;FT-0734448

Chemical Property of 1-[(Acetyloxy)phenylacetyl]-pyrrolidine

Chemical Property:

• Vapor Pressure: 1.04E-06mmHg at 25°C
• Refractive Index: 1.551
• Boiling Point: 403.2 °C at 760 mmHg
• Flash Point: 197.6 °C
• PSA: 46.61000
• Density: 1.183 g/cm³
• LogP: 1.85110
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 247.12084340
• Heavy Atom Count: 18
• Complexity: 304

Purity/Quality:

98% ^*data from raw suppliers

1-[(ACETYLOXY)PHENYLACETYL]-PYRROLIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC(C1=CC=CC=C1)C(=O)N2CCCC2

Technology Process of 1-[(Acetyloxy)phenylacetyl]-pyrrolidine

There total 1 articles about 1-[(Acetyloxy)phenylacetyl]-pyrrolidine 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: 64.0%

pyrrolidine (123-75-1) + 2-acetoxy-2-phenylacetyl chloride (1638-63-7) → 1-(2-Acetoxy-2-phenylacetyl)azacyclopentane (73200-21-2)

Guidance literature:

In dichloromethane; 1.) addition over 30 min, ice-bath cooled, 2.) room temperature, 30 min;

DOI:10.1021/jo01298a022

Reference yield: 87.0%

1-(2-Acetoxy-2-phenylacetyl)azacyclopentane (73200-21-2) → 1-(2-Acetoxy-2-phenylethanethioyl)azacyclopentane (73200-11-0)

Guidance literature:

With diphosphorus pentasulfide; In pyridine; for 2.5h; Heating;

DOI:10.1021/jo01298a022

Reference yield:

1-(2-Acetoxy-2-phenylacetyl)azacyclopentane (73200-21-2) → 4-(1-Azacyclopentyl)-3-methyl-5-phenyloxacyclopent-3-en-2-one (73200-13-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 87 percent / phosphorus pentasulfide / pyridine / 2.5 h / Heating

2: 93 percent / lithium hydroxide, water / methanol

3: CH₂Cl₂ / 3 h / Ambient temperature

4: 1.) sodium iodide, 2.) PhP<(CH₂)3NMe₂>2 / 1.) acetonitrile, reflux, 1 h, 2.) reflux, 4 h

With diphosphorus pentasulfide; lithium hydroxide; PhP<(CH2)3NMe2>2; water; sodium iodide; In pyridine; methanol; dichloromethane;

DOI:10.1021/jo01298a022

upstream raw materials:

pyrrolidine

2-acetoxy-2-phenylacetyl chloride

Downstream raw materials:

1-(2-Acetoxy-2-phenylethanethioyl)azacyclopentane

2-hydroxy-2-phenyl-1-(pyrrolidin-1-yl)ethanethione

4-(1-Azacyclopentyl)-5-phenyloxacyclopent-3-en-2-one

4-(1-Azacyclopentyl)-3-methyl-5-phenyloxacyclopent-3-en-2-one

Refernces