3-oxo-5-(2,6,6-trimethyl-cyclohex-2-enyl)-pentanoic acid methyl ester

Base Information

• Chemical Name: 3-oxo-5-(2,6,6-trimethyl-cyclohex-2-enyl)-pentanoic acid methyl ester
• CAS No.: 118672-99-4
• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.354
• Mol file: 118672-99-4.mol

Synonyms:3-oxo-5-(2,6,6-trimethyl-cyclohex-2-enyl)-pentanoic acid methyl ester

Chemical Property of 3-oxo-5-(2,6,6-trimethyl-cyclohex-2-enyl)-pentanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-oxo-5-(2,6,6-trimethyl-cyclohex-2-enyl)-pentanoic acid methyl ester

There total 5 articles about 3-oxo-5-(2,6,6-trimethyl-cyclohex-2-enyl)-pentanoic acid methyl ester 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: 88.0%

methyl 5-(2',6',6'-trimethylcyclohex-2'-enyl)-3-keto-4-pentenoate → 3-oxo-5-(2,6,6-trimethyl-cyclohex-2-enyl)-pentanoic acid methyl ester (118672-99-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 4h;

Reference yield: 73.0%

7,8-dihydro-α-ionone (31499-72-6) + carbonic acid dimethyl ester (616-38-6) → 3-oxo-5-(2,6,6-trimethyl-cyclohex-2-enyl)-pentanoic acid methyl ester (118672-99-4)

Guidance literature:

With sodium hydride; 1.) 2 h, 70 deg C; 2.) 4 h, reflux;

Reference yield:

alpha-ionone (127-41-3,6901-97-9,14398-36-8,24190-29-2,30685-95-1,31798-12-6,52340-45-1,67529-94-6,67529-95-7) → 3-oxo-5-(2,6,6-trimethyl-cyclohex-2-enyl)-pentanoic acid methyl ester (118672-99-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / Li, NH₃ / 2-methyl-propan-2-ol / 0.5 h / -33 °C

2: 1) LDA / 1) -78 deg C, 0.5h 2) HMPA, 0.75h

With ammonia; lithium; lithium diisopropyl amide; In tert-butyl alcohol;

DOI:10.1016/S0040-4039(00)94333-8

upstream raw materials:

methyl cyanoformate

7,8-dihydro-α-ionone

carbonic acid dimethyl ester

alpha-ionone

Downstream raw materials:

3-oxo-5-(2,6,6-trimethyl-cyclohex-1-enyl)-pentanoic acid methyl ester

(+/-)-8-oxo-12-nordriman-11-acid methyl ester

1-methoxycarbonyl-2-oxo-1β,2,3,4,4aα,5,6,7,8aβ-octahydro-5,5,8a-trimethylnaphthalene

3,4,4aβ,5,6,7,8,8a-Octahydro-5,5,8aβ-trimethylnaphthalen-2(1H)-one