3-Octen-2-one, 4-methyl-

Base Information

• Chemical Name: 3-Octen-2-one, 4-methyl-
• CAS No.: 60934-88-5
• Molecular Formula: C9H16O
• Molecular Weight: 140.225
• Mol file: 60934-88-5.mol

Synonyms:

Chemical Property of 3-Octen-2-one, 4-methyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Octen-2-one, 4-methyl-

There total 6 articles about 3-Octen-2-one, 4-methyl- 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:

trans-3-butyl-3-((tert-butyldimethylsilyl)oxy)-1-methylcyclobutan-1-ol → 4-methyloct-3-en-2-one (60934-88-5) + 4-butylpent-4-en-2-one (204765-11-7)

Guidance literature:

trans-3-butyl-3-((tert-butyldimethylsilyl)oxy)-1-methylcyclobutan-1-ol; With (S)-(+)-5,5’-bis[di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-4,4’-bi-1,3-benzodioxole; [Rh(OH)(cod)]2; In toluene; at 20 ℃; for 0.666667h; Inert atmosphere; Sealed tube;

In toluene; at 110 ℃; for 19h; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.202004843

Reference yield:

cis-3-butyl-3-hydroxycyclobutyl pivalate → 4-methyloct-3-en-2-one (60934-88-5) + 4-butylpent-4-en-2-one (204765-11-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydroxide / ethanol / 24 h / 30 - 40 °C

2.1: Dess-Martin periodane / dichloromethane / 2 h / 0 - 20 °C

3.1: 2,6-dimethylpyridine / dichloromethane / 0.03 h / 0 - 20 °C

4.1: diethyl ether / 1 h / -78 °C

5.1: (S)-(+)-5,5’-bis[di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-4,4’-bi-1,3-benzodioxole; [Rh(OH)(cod)]2 / toluene / 0.67 h / 20 °C / Inert atmosphere; Sealed tube

5.2: 19 h / 110 °C / Inert atmosphere; Sealed tube

With 2,6-dimethylpyridine; (S)-(+)-5,5’-bis[di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-4,4’-bi-1,3-benzodioxole; [Rh(OH)(cod)]2; Dess-Martin periodane; sodium hydroxide; In diethyl ether; ethanol; dichloromethane; toluene;

DOI:10.1002/chem.202004843

Reference yield:

cis-1-butylcyclobutane-1,3-diol → 4-methyloct-3-en-2-one (60934-88-5) + 4-butylpent-4-en-2-one (204765-11-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: Dess-Martin periodane / dichloromethane / 2 h / 0 - 20 °C

2.1: 2,6-dimethylpyridine / dichloromethane / 0.03 h / 0 - 20 °C

3.1: diethyl ether / 1 h / -78 °C

4.1: (S)-(+)-5,5’-bis[di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-4,4’-bi-1,3-benzodioxole; [Rh(OH)(cod)]2 / toluene / 0.67 h / 20 °C / Inert atmosphere; Sealed tube

4.2: 19 h / 110 °C / Inert atmosphere; Sealed tube

With 2,6-dimethylpyridine; (S)-(+)-5,5’-bis[di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-4,4’-bi-1,3-benzodioxole; [Rh(OH)(cod)]2; Dess-Martin periodane; In diethyl ether; dichloromethane; toluene;

DOI:10.1002/chem.202004843

upstream raw materials:

n-butylcerium dichloride

(Z)-4-Isopropylamino-1-trimethylsilanyl-pent-3-en-2-one

Downstream raw materials:

(R)-(+)-4-methyloctan-2-one

C₁₇H₂₆O₃