Dehydro-α-curcumene

Base Information

• Chemical Name: Dehydro-α-curcumene
• CAS No.: 4999-58-0
• Molecular Formula: C15H20
• Molecular Weight: 200.324
• Mol file: 4999-58-0.mol

Synonyms:

Chemical Property of Dehydro-α-curcumene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Dehydro-α-curcumene

There total 18 articles about Dehydro-α-curcumene 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: 86.0%

Trifluoro-methanesulfonic acid 5-methyl-1-methylene-hex-4-enyl ester (180303-11-1) + 4-methylphenylzinc iodide → 1-methyl-4-(6-methylhepta-1,5-dien-2-yl)benzene (4999-58-0)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 6h; Heating;

DOI:10.1021/jo035778s

Reference yield: 72.0%

2-(4-methylphenyl)-6-methyl-3-hepten-2-ol (55732-67-7,92691-77-5) → 1-methyl-4-(6-methylhepta-1,5-dien-2-yl)benzene (4999-58-0)

Guidance literature:

With chloro-trimethyl-silane; dimethyl sulfoxide; In acetonitrile; at 50 ℃;

Reference yield: 52.0%

5-methyl-1-(4-methylphenyl)hex-4-en-1-one (5300-06-1) + Methyltriphenylphosphonium bromide (1779-49-3) → 1-methyl-4-(6-methylhepta-1,5-dien-2-yl)benzene (4999-58-0)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

5-methyl-1-(4-methylphenyl)hex-4-en-1-one; In tetrahydrofuran; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.3762/bjoc.10.128

upstream raw materials:

2-methylhept-2-en-6-yne

p-tolylzinc(II) chloride

2-(4-methylphenyl)-6-methyl-3-hepten-2-ol

triphenylphosphonio-1-methylethanide

Refernces

• 1、 Vyvyan, James R.,Loitz, Celeste,Looper, Ryan E.,Mattingly, Cheryl S.,Peterson, Emily A.,Staben, Steven T.. "Synthesis of Aromatic Bisabolene Natural Products via Palladium-Catalyzed Cross-Couplings of Organozine Reagents". . p. 2461 - 2468. Retrieved 2007/10/03.
• 2、 Satoh, Yoshitaka,Serizawa, Hirokazu,Miyaura, Norio,Hara, Shoji,Suzuki, Akira. "ORGANIC SYNTHESIS USING HALOBORATION REACTIONS 11. A FORMAL CARBOBORATION REACTION OF 1-ALKYNES AND ITS APPLICATION TO THE DI- AND TRISUBSTITUTED ALKENE SYNTHESIS". . p. 1811 - 1814. Retrieved 2007/10/02.