N-n-propyl (E,E)-4-oxo-2-[(2,6,6-trimethylcyclohex-1-enyl)vinyl]but-2-enamide

Base Information

• Chemical Name: N-n-propyl (E,E)-4-oxo-2-[(2,6,6-trimethylcyclohex-1-enyl)vinyl]but-2-enamide
• CAS No.: 344908-00-5
• Molecular Formula: C₁₈H₂₇NO₂
• Molecular Weight: 289.418
• Mol file: 344908-00-5.mol

Synonyms:N-n-propyl (E,E)-4-oxo-2-[(2,6,6-trimethylcyclohex-1-enyl)vinyl]but-2-enamide

Chemical Property of N-n-propyl (E,E)-4-oxo-2-[(2,6,6-trimethylcyclohex-1-enyl)vinyl]but-2-enamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-n-propyl (E,E)-4-oxo-2-[(2,6,6-trimethylcyclohex-1-enyl)vinyl]but-2-enamide

There total 2 articles about N-n-propyl (E,E)-4-oxo-2-[(2,6,6-trimethylcyclohex-1-enyl)vinyl]but-2-enamide 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: 94.0%

(E)-4-Hydroxy-2-[(E)-2-(2,6,6-trimethyl-cyclohex-1-enyl)-vinyl]-but-2-enoic acid propylamide (344908-01-6) → N-n-propyl (E,E)-4-oxo-2-[(2,6,6-trimethylcyclohex-1-enyl)vinyl]but-2-enamide (344908-00-5)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1021/jo005779+

Reference yield:

(E,E)-4-hydroxy-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoic acid (204063-23-0) → N-n-propyl (E,E)-4-oxo-2-[(2,6,6-trimethylcyclohex-1-enyl)vinyl]but-2-enamide (344908-00-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Et₃N; PivCl / tetrahydrofuran / 0.17 h / 0 °C

1.2: 68 percent / tetrahydrofuran / 0 - 20 °C

2.1: 94 percent / MnO₂ / CH₂Cl₂ / 0.5 h / 20 °C

With manganese(IV) oxide; pivaloyl chloride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo005779+

Reference yield:

propylamine (107-10-8,42939-71-9) + N-n-propyl (E,E)-4-oxo-2-[(2,6,6-trimethylcyclohex-1-enyl)vinyl]but-2-enamide (344908-00-5) → N-n-propyl (E,E)-5-aza-2-[(2,6,6-trimethylcyclohex-1-enyl)vinyl]-2,4-pentadienamide

Guidance literature:

In benzene-d6; at 23.5 ℃;

DOI:10.1021/jo005779+

upstream raw materials:

(E)-4-Hydroxy-2-[(E)-2-(2,6,6-trimethyl-cyclohex-1-enyl)-vinyl]-but-2-enoic acid propylamide

(E,E)-4-hydroxy-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoic acid