4-Hydroxybicyclo[2.2.2]octane-1-carboxamide

Base Information

• Chemical Name: 4-Hydroxybicyclo[2.2.2]octane-1-carboxamide
• CAS No.: 72948-84-6
• Molecular Formula: C₉H₁₅NO₂
• Molecular Weight: 169.224
• DSSTox Substance ID: DTXSID901263626

Synonyms:4-Hydroxybicyclo[2.2.2]octane-1-carboxamide;72948-84-6;SCHEMBL20221206;DTXSID901263626

Chemical Property of 4-Hydroxybicyclo[2.2.2]octane-1-carboxamide

Chemical Property:

• Melting Point: 196-199 °C(Solv: acetone (67-64-1); bomb tube)
• Boiling Point: 362.4±41.0 °C(Predicted)
• Density: 1.323±0.06 g/cm3(Predicted)
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 169.110278721
• Heavy Atom Count: 12
• Complexity: 200

Purity/Quality:

98% ^*data from raw suppliers

4-Hydroxybicyclo[2.2.2]octane-1-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC2(CCC1(CC2)C(=O)N)O

Technology Process of 4-Hydroxybicyclo[2.2.2]octane-1-carboxamide

There total 3 articles about 4-Hydroxybicyclo[2.2.2]octane-1-carboxamide 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:

ethyl 4-hydroxyspiro[bicyclo[2.2.2]octane-2,2'-[1,3]dithiolane]-1-carboxylate (72948-77-7) → 4-Hydroxy-bicyclo<2.2.2>octan-1-carboxamid (72948-84-6)

Guidance literature:

Multi-step reaction with 3 steps

1: Raney-Ni / ethanol / Heating

2: N₂H₄*H₂O / ethanol / Heating

3: Raney-Ni / ethanol / Heating

With hydrazine hydrate; nickel; In ethanol;

DOI:10.1002/hlca.19790620830

Reference yield:

ethyl 4-hydroxybicyclo[2.2.2]octane-1-carboxylate (72948-78-8) → 4-Hydroxy-bicyclo<2.2.2>octan-1-carboxamid (72948-84-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N₂H₄*H₂O / ethanol / Heating

2: Raney-Ni / ethanol / Heating

With hydrazine hydrate; nickel; In ethanol;

DOI:10.1002/hlca.19790620830

Reference yield:

4-Hydroxy-bicyclo<2.2.2>octan-1-carbonsaeurehydrazid (72948-79-9) → 4-Hydroxy-bicyclo<2.2.2>octan-1-carboxamid (72948-84-6)

Guidance literature:

nickel; In ethanol; Heating;

DOI:10.1002/hlca.19790620830

upstream raw materials:

4-Hydroxy-bicyclo<2.2.2>octan-1-carbonsaeurehydrazid

ethyl 4-hydroxyspiro[bicyclo[2.2.2]octane-2,2'-[1,3]dithiolane]-1-carboxylate

ethyl 4-hydroxybicyclo[2.2.2]octane-1-carboxylate

Downstream raw materials:

4-N-Benzyloxycarbonylaminomethyl-bicyclo<2.2.2>oct-1-yl-p-nitrobenzolsulfonat

4-Acetoxy-bicyclo<2.2.2>oct-1-yl-p-nitrobenzolsulfonat

4-N-Benzyloxycarbonylaminomethyl-bicyclo<2.2.2>octan-1-ol

4-Aminomethyl-bicyclo<2.2.2>octan-1-ol

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