7-Benzyl-1,4-dioxa-7-azaspiro[4.5]decane-8-carbonitrile

Base Information

• Chemical Name: 7-Benzyl-1,4-dioxa-7-azaspiro[4.5]decane-8-carbonitrile
• CAS No.: 132462-23-8
• Molecular Formula: C15H18N2O2
• Molecular Weight: 258.319
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20565141
• Nikkaji Number: J398.036G
• Mol file: 132462-23-8.mol

Synonyms:132462-23-8;7-Benzyl-1,4-dioxa-7-azaspiro[4.5]decane-8-carbonitrile;1-benzyl-5,5-(ethylenedioxy)-2-piperidinecarbonitrile;9-benzyl-1,4-dioxa-9-azaspiro[4.5]decane-8-carbonitrile;1,4-Dioxa-7-azaspiro[4.5]decane-8-carbonitrile, 7-(phenylmethyl)-;9-(phenylmethyl)-1,4-dioxa-9-azaspiro[4.5]decane-8-carbonitrile;DTXSID20565141;A806439

Chemical Property of 7-Benzyl-1,4-dioxa-7-azaspiro[4.5]decane-8-carbonitrile

Chemical Property:

• PSA: 45.49000
• LogP: 1.85558
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 258.136827821
• Heavy Atom Count: 19
• Complexity: 350

Purity/Quality:

99.3% ^*data from raw suppliers

7-Benzyl-1,4-dioxa-7-azaspiro[4.5]decane-8-carbonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2(CN(C1C#N)CC3=CC=CC=C3)OCCO2

Technology Process of 7-Benzyl-1,4-dioxa-7-azaspiro[4.5]decane-8-carbonitrile

There total 4 articles about 7-Benzyl-1,4-dioxa-7-azaspiro[4.5]decane-8-carbonitrile 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:

N-benzyl-3-piperidinone hydrochloride (50606-58-1) → 1-Benzyl-5,5-(ethylenedioxy)-2-piperidinecarbonitrile (132462-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / p-toluenesulfonic acid / toluene / Heating

2: 1) Hg(OAc)2 / 1) 85 deg C, aq. AcOH, 5 h, 2) 0 deg C, 1 h

With mercury(II) diacetate; toluene-4-sulfonic acid; In toluene;

DOI:10.1021/jo00007a025

Reference yield:

1-Benzyl-3,3-(ethylenedioxy)piperidine (127364-04-9) → 1-Benzyl-5,5-(ethylenedioxy)-2-piperidinecarbonitrile (132462-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 31 percent / Hg(OAc)2, Na₂EDTA*2H₂O / aq. acetic acid / 1.5 h / Heating

2: 1) LiAlH₄ / 1) 0 deg C, THF, 1 h, 2) water

With lithium aluminium tetrahydride; mercury(II) diacetate; edetate disodium; In acetic acid;

DOI:10.1021/jo00007a025

Reference yield:

potassium cyanide (151-50-8) + 1-Benzyl-5,5-(ethylenedioxy)-2-piperidinone (132462-22-7) → 1-Benzyl-5,5-(ethylenedioxy)-2-piperidinecarbonitrile (132462-23-8)

Guidance literature:

With lithium aluminium tetrahydride; Yield given. Multistep reaction; 1) 0 deg C, THF, 1 h, 2) water;

DOI:10.1021/jo00007a025

upstream raw materials:

potassium cyanide

1-Benzyl-5,5-(ethylenedioxy)-2-piperidinone

1-Benzyl-3,3-(ethylenedioxy)piperidine

N-benzyl-3-piperidinone hydrochloride

Downstream raw materials:

1-Benzyl-5,5-(ethylenedioxy)-2-(2-ethoxycarbonyl)-2-piperidinecarbonitrile

1-Benzyl-5-(ethylenedioxy)-2-piperidinecarboxaldehyde

1-Benzyl-5-(ethylenedioxy)-2-piperidinemethanamine

1-Benzyl-5,5-(ethylenedioxy)-2-(2-phenylethyl)-2-piperidinecarbonitrile

Refernces