1-benzyl-1-azaspiro[4.5]dec-6-ene

Base Information

• Chemical Name: 1-benzyl-1-azaspiro[4.5]dec-6-ene
• CAS No.: 78877-18-6
• Molecular Formula: C16H21N
• Molecular Weight: 227.3446
• Mol file: 78877-18-6.mol

Synonyms:

Chemical Property of 1-benzyl-1-azaspiro[4.5]dec-6-ene

Chemical Property:

• Vapor Pressure: 0.000178mmHg at 25°C
• Boiling Point: 329.4°Cat760mmHg
• Flash Point: 139°C
• Density: 1.04g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-benzyl-1-azaspiro[4.5]dec-6-ene

There total 7 articles about 1-benzyl-1-azaspiro[4.5]dec-6-ene 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: 100.0%

Acetic acid 3-(3-benzylamino-propyl)-cyclohex-2-enyl ester (345227-34-1) → 1-benzyl-1-azaspiro[4.5]dec-6-ene (78877-18-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In acetonitrile; at 70 ℃; for 2h;

DOI:10.1016/S0040-4039(01)92901-6

Reference yield: 90.0%

1-benzyl-2-(pent-4-en-1-yl)-2-vinylpyrrolidine → 1-benzyl-1-azaspiro[4.5]dec-6-ene (78877-18-6)

Guidance literature:

1-benzyl-2-(pent-4-en-1-yl)-2-vinylpyrrolidine; With acetyl chloride; In methanol; at 20 ℃; for 0.5h; Inert atmosphere;

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 2h; Reflux; Inert atmosphere;

DOI:10.1002/chem.201302096

Reference yield:

3-(3-hydroxy-propyl)cyclohex-2-en-1-one (61589-86-4) → 1-benzyl-1-azaspiro[4.5]dec-6-ene (78877-18-6)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine / 8 h / 0 °C

2: DIBAL-H / toluene / 7 h / -78 °C

3: dimethylaminopyridine / CH₂Cl₂ / 2 h / 0 °C

4: NaI / dimethylsulfoxide / 5 h / Ambient temperature

5: 100 percent / 5 mole percent Pd(PPh₃)4, N(C₂H₅)3 / acetonitrile / 2 h / 70 °C

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisobutylaluminium hydride; triethylamine; sodium iodide; In pyridine; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile;

DOI:10.1016/S0040-4039(01)92901-6

upstream raw materials:

Acetic acid 3-(3-benzylamino-propyl)-cyclohex-2-enyl ester

3-(3-hydroxy-propyl)cyclohex-2-en-1-one

Toluene-4-sulfonic acid 3-(3-hydroxy-cyclohex-1-enyl)-propyl ester

Toluene-4-sulfonic acid 3-(3-oxo-cyclohex-1-enyl)-propyl ester

Refernces

• 1、 Godleski, Stephen A.,Meinhart, James D.,Miller, David J.,Wallendael, Shawn Van. "PALLADIUM ASSISTED SYNTHESIS OF 1-AZASPIROCYCLES". . p. 2247 - 2250. Retrieved 2007/10/02.