(2E,4E,6Z)-ethyl 8-(2'-isopropyl-3'-methyl-2'-cyclohexen-1'-ylidene)-3,7-dimethyl-2,4,6-octatrienoate

Base Information

• Chemical Name: (2E,4E,6Z)-ethyl 8-(2'-isopropyl-3'-methyl-2'-cyclohexen-1'-ylidene)-3,7-dimethyl-2,4,6-octatrienoate
• CAS No.: 160636-89-5
• Molecular Formula: C₂₂H₃₂O₂
• Molecular Weight: 328.495
• Mol file: 160636-89-5.mol

Synonyms:(2E,4E,6Z)-ethyl 8-(2'-isopropyl-3'-methyl-2'-cyclohexen-1'-ylidene)-3,7-dimethyl-2,4,6-octatrienoate

Chemical Property of (2E,4E,6Z)-ethyl 8-(2'-isopropyl-3'-methyl-2'-cyclohexen-1'-ylidene)-3,7-dimethyl-2,4,6-octatrienoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E,4E,6Z)-ethyl 8-(2'-isopropyl-3'-methyl-2'-cyclohexen-1'-ylidene)-3,7-dimethyl-2,4,6-octatrienoate

There total 6 articles about (2E,4E,6Z)-ethyl 8-(2'-isopropyl-3'-methyl-2'-cyclohexen-1'-ylidene)-3,7-dimethyl-2,4,6-octatrienoate 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:

ethyl (E)-4-bromo-3-methyl-2-butenoate (51318-62-8) → (2E,4E,6Z)-ethyl 8-(2'-isopropyl-3'-methyl-2'-cyclohexen-1'-ylidene)-3,7-dimethyl-2,4,6-octatrienoate (160636-89-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) Zn, 2.) H₂O / 1.) benzene, reflux, overnight, 2.) benzene, RT, 2 h

2: 98.5 percent / NaOMe / methanol / 1.5 h / Heating

3: 100 percent / LiAlH₄ / diethyl ether / 0.75 h / 0 °C

4: 69 percent / 4 A molecular sieves, MnO₂ / CH₂Cl₂ / 24 h / 0 °C

5: 1.) NaH, 2.) HMPA / 1.) THF, 0 deg C, 30 min, 2.) THF, RT, 90 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; manganese(IV) oxide; lithium aluminium tetrahydride; 4 A molecular sieve; water; sodium methylate; sodium hydride; zinc; In methanol; diethyl ether; dichloromethane;

DOI:10.1021/jm00052a009

Reference yield:

2-isopropyl-3-methyl-2-cyclohexen-1-one (7291-87-4) → (2E,4E,6Z)-ethyl 8-(2'-isopropyl-3'-methyl-2'-cyclohexen-1'-ylidene)-3,7-dimethyl-2,4,6-octatrienoate (160636-89-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) Zn, 2.) H₂O / 1.) benzene, reflux, overnight, 2.) benzene, RT, 2 h

2: 98.5 percent / NaOMe / methanol / 1.5 h / Heating

3: 100 percent / LiAlH₄ / diethyl ether / 0.75 h / 0 °C

4: 69 percent / 4 A molecular sieves, MnO₂ / CH₂Cl₂ / 24 h / 0 °C

5: 1.) NaH, 2.) HMPA / 1.) THF, 0 deg C, 30 min, 2.) THF, RT, 90 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; manganese(IV) oxide; lithium aluminium tetrahydride; 4 A molecular sieve; water; sodium methylate; sodium hydride; zinc; In methanol; diethyl ether; dichloromethane;

DOI:10.1021/jm00052a009

Reference yield:

(2Z)-4-(2'-isopropyl-3'-methyl-2'-cyclohexen-1'-ylidene)-3-methyl-2-butenol (160537-95-1) → (2E,4E,6Z)-ethyl 8-(2'-isopropyl-3'-methyl-2'-cyclohexen-1'-ylidene)-3,7-dimethyl-2,4,6-octatrienoate (160636-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / 4 A molecular sieves, MnO₂ / CH₂Cl₂ / 24 h / 0 °C

2: 1.) NaH, 2.) HMPA / 1.) THF, 0 deg C, 30 min, 2.) THF, RT, 90 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; manganese(IV) oxide; 4 A molecular sieve; sodium hydride; In dichloromethane;

DOI:10.1021/jm00052a009

upstream raw materials:

diethyl 3-(ethoxycarbonyl)-3-methylprop-2-en-yl phosphate

(2Z)-4-(2'-isopropyl-3'-methyl-2'-cyclohexen-1'-ylidene)-3-methyl-2-butenal

ethyl (E)-4-bromo-3-methyl-2-butenoate

2-isopropyl-3-methyl-2-cyclohexen-1-one

Refernces