2,3-Dihydro-1H-pyrrolizine-5-carbaldehyde

Base Information

• Chemical Name: 2,3-Dihydro-1H-pyrrolizine-5-carbaldehyde
• CAS No.: 6225-59-8
• Molecular Formula: C8H9NO
• Molecular Weight: 135.16300
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10423827
• Nikkaji Number: J892.282I
• Wikidata: Q82236134
• Metabolomics Workbench ID: 48767
• Mol file: 6225-59-8.mol

Synonyms:2,3-Dihydro-1H-pyrrolizine-5-carbaldehyde;6225-59-8;2,3-Dihydro-1H-pyrrolizine-5-carboxaldehyde;5-formyl-2,3-dihydro-1H-pyrrolizine;6,7-dihydro-5H-pyrrolizine-3-carbaldehyde;SCHEMBL8822138;DTXSID10423827;CHEBI:179149;XDRGCZAFSAFSLR-UHFFFAOYSA-N;5-formyl-2,3-dihydro-[1H]-pyrrolizine;6,7-dihydro-5h-pyrrolizine-3-carboxaldehyde;CS-0454328;Y14714

Chemical Property of 2,3-Dihydro-1H-pyrrolizine-5-carbaldehyde

Chemical Property:

• PSA: 22.00000
• LogP: 1.24680
• Storage Temp.: 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 135.068413911
• Heavy Atom Count: 10
• Complexity: 146

Purity/Quality:

97% ^*data from raw suppliers

2,3-Dihydro-1H-pyrrolizine-5-carbaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=C(N2C1)C=O

Technology Process of 2,3-Dihydro-1H-pyrrolizine-5-carbaldehyde

There total 6 articles about 2,3-Dihydro-1H-pyrrolizine-5-carbaldehyde 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: 28.0%

1-(3-bromopropyl)-1H-pyrrole-2-carbaldehyde → 2,3-dihydro-1H-5-pyrrolizinecarbaldehyde (6225-59-8)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 5h; Heating;

DOI:10.1016/S0040-4039(97)10052-1

Reference yield: 13.0%

phenyl 4-(2-formyl-1H-pyrrol-1-yl)butaneselenoate (400715-58-4) → 2,3-dihydro-1H-5-pyrrolizinecarbaldehyde (6225-59-8) + 8-oxo-5,6,7,8-tetrahydroindolizine-3-carbaldehyde (400715-60-8)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In cyclohexane; Heating;

DOI:10.1016/S0040-4039(01)01639-2

Reference yield:

2-pyrrole aldehyde (1003-29-8,254729-95-8) → 2,3-dihydro-1H-5-pyrrolizinecarbaldehyde (6225-59-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: NaH / dimethylformamide / 0.5 h / 20 °C

1.2: 24 h / 20 °C

2.1: 95 percent / LiOH / aq. ethanol / 4 h / 20 °C

3.1: 57 percent / Bu₃P / CH₂Cl₂ / 24 h / 20 °C

4.1: 13 percent / Bu₃SnH; AIBN / cyclohexane / Heating

With lithium hydroxide; 2,2'-azobis(isobutyronitrile); tributylphosphine; tri-n-butyl-tin hydride; sodium hydride; In ethanol; dichloromethane; cyclohexane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)01639-2

upstream raw materials:

phenyl 4-(2-formyl-1H-pyrrol-1-yl)butaneselenoate

2-pyrrole aldehyde

4-(2-formyl-1H-pyrrol-1-yl)butanoic acid

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