5-acetyl-2,3-dihydro-1H-pyrrolizine

Base Information

• Chemical Name: 5-acetyl-2,3-dihydro-1H-pyrrolizine
• CAS No.: 55041-85-5
• Molecular Formula: C9H11NO
• Molecular Weight: 149.18974
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90335717
• Nikkaji Number: J892.283G
• Wikidata: Q82102305
• Metabolomics Workbench ID: 48791
• Mol file: 55041-85-5.mol

Synonyms:5-acetyl-2,3-dihydro-1H-pyrrolizine;55041-85-5;1-(6,7-dihydro-5H-pyrrolizin-3-yl)ethanone;5-acetyl-2,3-1H-pyrrolizine;Ethanone, 1-(2,3-dihydro-1H-pyrrolizin-5-yl)- (9CI);5-acetyl-2,3-dihydro-lH-pyrrolizine;1-(2,3-dihydro-1H-pyrrolizin-5-yl)ethanone;SCHEMBL16991626;DTXSID90335717;CHEBI:156152;1-(2,3-dihydro-1H-pyrrolizin-5-yl)ethan-1-one;1-(2,3-Dihydro-1H-pyrrolizin-5-yl)ethanone, 9CI

Chemical Property of 5-acetyl-2,3-dihydro-1H-pyrrolizine

Chemical Property:

• Boiling Point: 290.4±28.0 °C(Predicted)
• PKA: -6.19±0.20(Predicted)
• PSA: 22.00000
• Density: 1.17±0.1 g/cm3(Predicted)
• LogP: 1.63690
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 149.084063974
• Heavy Atom Count: 11
• Complexity: 178

Purity/Quality:

95% ^*data from raw suppliers

1-(2,3-dihydro-1H-pyrrolizin-5-yl)-Ethanone 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=C2N1CCC2

Technology Process of 5-acetyl-2,3-dihydro-1H-pyrrolizine

There total 5 articles about 5-acetyl-2,3-dihydro-1H-pyrrolizine 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: 81.0%

carbon monoxide (201230-82-2) + 1-[1-(3-iodo-propyl)-5-methanesulfonyl-1H-pyrrol-2-yl]-ethanone (280783-35-9) → 5-Acetyl-1,2-dihydro-3H-pyrrolo<1,2-a>pyrrole (55041-85-5) + 5-methanesulfonyl-2,3-dihydro-1H-pyrrolizine + 3-acetyl-6,7-dihydro-5H-indolizin-8-one

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 95 - 100 ℃; under 60800 Torr;

DOI:10.1016/S0040-4039(00)00342-7

Reference yield: 50.0%

1-(1-(3-iodopropyl)-1H-pyrrol-2-yl)ethan-1-one, (156237-69-3) → 5-Acetyl-1,2-dihydro-3H-pyrrolo<1,2-a>pyrrole (55041-85-5)

Guidance literature:

With dihydrogen peroxide; iron(II) sulfate; In dimethyl sulfoxide; at 40 ℃; Irradiation;

DOI:10.1021/jo00088a029

Reference yield:

2-Acetylpyrrole (1072-83-9) → 5-Acetyl-1,2-dihydro-3H-pyrrolo<1,2-a>pyrrole (55041-85-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / 87percent KOH / dimethylsulfoxide / 1.) sonication, 10 min, 2.) r.t.

2: 90 percent / NaI / acetonitrile / Heating

3: 50 percent / FeSO₄*7H₂O, 30percent aq. H₂O₂ / dimethylsulfoxide / 40 °C / Irradiation

With potassium hydroxide; dihydrogen peroxide; iron(II) sulfate; sodium iodide; In dimethyl sulfoxide; acetonitrile;

DOI:10.1021/jo00088a029

upstream raw materials:

1-(1-(3-iodopropyl)-1H-pyrrol-2-yl)ethan-1-one,

carbon monoxide

1-[1-(3-iodo-propyl)-5-methanesulfonyl-1H-pyrrol-2-yl]-ethanone

2-Acetylpyrrole