4-Azaspiro[2.5]octan-5-one

Base Information

• Chemical Name: 4-Azaspiro[2.5]octan-5-one
• CAS No.: 546114-04-9
• Molecular Formula: C7H11NO
• Molecular Weight: 125.17
• Hs Code.: 2933790090
• European Community (EC) Number: 853-310-0
• DSSTox Substance ID: DTXSID00470224
• Nikkaji Number: J2.245.276B
• Wikidata: Q82298232
• Mol file: 546114-04-9.mol

Synonyms:4-azaspiro[2.5]octan-5-one;546114-04-9;4-AZASPIRO[2.5]OCTAN-5-ONE(9CI);4-Azaspiro[2.5]-octan-5-one;MFCD13178736;SCHEMBL25270633;DTXSID00470224;AKOS022965712;SB42993;DS-10399;SY111882;CS-0044076;EN300-339382;A913744;Z1255420866

Chemical Property of 4-Azaspiro[2.5]octan-5-one

Chemical Property:

• PSA: 32.59000
• LogP: 1.09500
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 125.084063974
• Heavy Atom Count: 9
• Complexity: 149

Purity/Quality:

97% ^*data from raw suppliers

4-Azaspiro[2.5]octan-5-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)NC2(C1)CC2

Technology Process of 4-Azaspiro[2.5]octan-5-one

There total 1 articles about 4-Azaspiro[2.5]octan-5-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: 72.0%

ethyl 4-cyanobutyrate (10444-38-9) + ethylmagnesium bromide (925-90-6) → 4-azaspiro[2.5]octan-5-one (546114-04-9)

Guidance literature:

ethyl 4-cyanobutyrate; With titanium(IV) isopropylate; In diethyl ether; at 20 ℃; for 1h;

ethylmagnesium bromide; In diethyl ether; at 20 ℃; for 1h;

DOI:10.1039/b508367b

Reference yield:

benzyl bromide (100-39-0) + 4-azaspiro[2.5]octan-5-one (546114-04-9) → 1-benzyl-6-methyleneazepan-2-one

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 16 h / 0 - 20 °C

2: palladium diacetate; ruphos; caesium carbonate / tert-Amyl alcohol / 16 h / 110 °C / Inert atmosphere

With palladium diacetate; sodium hydride; caesium carbonate; ruphos; In tert-Amyl alcohol; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/acs.joc.5b01846

Reference yield:

p-nitrobenzene iodide (636-98-6) + 4-azaspiro[2.5]octan-5-one (546114-04-9) → 6-methylene-1-(4-nitrophenyl)azepan-2-one

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; potassium phosphate / toluene / 16 h / 100 °C / Inert atmosphere

2: palladium diacetate; ruphos; caesium carbonate / tert-Amyl alcohol / 0.33 h / 110 °C / Inert atmosphere

With potassium phosphate; copper(l) iodide; palladium diacetate; caesium carbonate; ruphos; In tert-Amyl alcohol; toluene;

DOI:10.1021/acs.joc.5b01846

upstream raw materials:

ethyl 4-cyanobutyrate

ethylmagnesium bromide

Downstream raw materials:

6-methyl-1-phenylazepan-2-one