Ethanone, 1-(8-methyl-8-azabicyclo[3.2.1]oct-2-en-2-yl)- (9CI)

Base Information

• Chemical Name: Ethanone, 1-(8-methyl-8-azabicyclo[3.2.1]oct-2-en-2-yl)- (9CI)
• CAS No.: 137331-57-8
• Molecular Formula: C10H15NO
• Molecular Weight: 165.2322
• Mol file: 137331-57-8.mol

Synonyms:Ethanone, 1-(8-methyl-8-azabicyclo[3.2.1]oct-2-en-2-yl)- (9CI)

Chemical Property of Ethanone, 1-(8-methyl-8-azabicyclo[3.2.1]oct-2-en-2-yl)- (9CI)

Chemical Property:

• PSA: 20.31000
• LogP: 1.30620

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethanone, 1-(8-methyl-8-azabicyclo[3.2.1]oct-2-en-2-yl)- (9CI)

There total 15 articles about Ethanone, 1-(8-methyl-8-azabicyclo[3.2.1]oct-2-en-2-yl)- (9CI) 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: 97.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-acetyl-8-azabicyclo<3.2.1>octa-2-ene (135682-90-5) → 8-Methyl-2-(methylcarbonyl)-8-azabicyclo<3.2.1>oct-2-ene (137331-57-8)

Guidance literature:

With sodium cyanoborohydride; In water; acetonitrile; for 0.25h;

DOI:10.1021/jo00019a044

Reference yield: 90.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-(2-methyl-1,3-dioxolan-2-yl)-8-azabicyclo[3.2.1]oct-2-ene (316129-50-7) → 8-Methyl-2-(methylcarbonyl)-8-azabicyclo<3.2.1>oct-2-ene (137331-57-8)

Guidance literature:

With sodium cyanoborohydride; In water; acetonitrile; for 0.25h;

DOI:10.1021/jo001147b

Reference yield:

N-tert-butyloxycarbonyl-pyrrole (5176-27-2) → 8-Methyl-2-(methylcarbonyl)-8-azabicyclo<3.2.1>oct-2-ene (137331-57-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 33 percent / rhodium(II) octanoate / hexane / 1.5 h / Heating

2: 95 percent / H₂ / RhCl(PPh₃)3 / ethanol / 12 h / 2327.2 Torr

3: trifluoroacetic acid / CH₂Cl₂ / 0.5 h / Ambient temperature

4: sodium cyanoborohydride / H₂O; acetonitrile / 0.25 h

With rhodium(II) octanoate; hydrogen; sodium cyanoborohydride; trifluoroacetic acid; RhCl(PPh₃)3; In ethanol; hexane; dichloromethane; water; acetonitrile;

DOI:10.1021/jm00035a005

upstream raw materials:

formaldehyd

2-acetyl-8-azabicyclo<3.2.1>octa-2-ene

2-(2-methyl-1,3-dioxolan-2-yl)-8-azabicyclo[3.2.1]oct-2-ene

1-acetyl-8-[(4-methylphenyl)sulfonyl]-8-azabicyclo[3.2.1]oct-2-ene