2,6-dimethyl-2,3-epoxy-3-isopropenyl-9-(3,4-dimethoxy-5-isopropylphenyl)-trans-6-nonene

Base Information

• Chemical Name: 2,6-dimethyl-2,3-epoxy-3-isopropenyl-9-(3,4-dimethoxy-5-isopropylphenyl)-trans-6-nonene
• CAS No.: 83569-79-3
• Molecular Formula: C₂₅H₃₈O₃
• Molecular Weight: 386.575
• Mol file: 83569-79-3.mol

Synonyms:2,6-dimethyl-2,3-epoxy-3-isopropenyl-9-(3,4-dimethoxy-5-isopropylphenyl)-trans-6-nonene

Chemical Property of 2,6-dimethyl-2,3-epoxy-3-isopropenyl-9-(3,4-dimethoxy-5-isopropylphenyl)-trans-6-nonene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6-dimethyl-2,3-epoxy-3-isopropenyl-9-(3,4-dimethoxy-5-isopropylphenyl)-trans-6-nonene

There total 15 articles about 2,6-dimethyl-2,3-epoxy-3-isopropenyl-9-(3,4-dimethoxy-5-isopropylphenyl)-trans-6-nonene 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%

isopropenyllithium (6386-71-6) + 2-chloro-2,6-dimethyl-9-(3,4-dimethoxy-5-isopropylphenyl)-trans-6-nonen-3-one (83569-78-2) → 2,6-dimethyl-2,3-epoxy-3-isopropenyl-9-(3,4-dimethoxy-5-isopropylphenyl)-trans-6-nonene (83569-79-3)

Guidance literature:

In diethyl ether; at -78 ℃; for 0.75h;

DOI:10.1016/0040-4020(82)80219-6

Reference yield:

3-isopropylbenzene-1,2-diol (2138-48-9) → 2,6-dimethyl-2,3-epoxy-3-isopropenyl-9-(3,4-dimethoxy-5-isopropylphenyl)-trans-6-nonene (83569-79-3)

Guidance literature:

Multi-step reaction with 9 steps

1: 70 percent / K₂CO₃ / acetone / 1.5 h / Ambient temperature

2: 1.) NaH / 1.) benzene, reflux, 2 h; 2.) 3-pentanone, reflux, 2 h

3: 91 percent / various solvent(s) / 16 h / Heating

4: 100 percent / K₂CO₃ / methanol / 3 h / Ambient temperature

5: 1.) disiamylborane, 2.) KOH, H₂O₂ / 1.) THF, room temp., 5 h; 2.) THF, H₂O, room temp., 2 h

6: 83 percent / Collins reagent / CH₂Cl₂ / 0.5 h / Ambient temperature

7: 91 percent / tetrahydrofuran / 1.) -78 deg C, 30 min.; 2.) room temp., 3 h

8: 80 percent / 2,4-dinitrophenol / toluene / 36 h / 105 - 108 °C

9: 94 percent / diethyl ether / 0.75 h / -78 °C

With potassium hydroxide; 2,4-Dinitrophenol; Collins oxidation agent; dihydrogen peroxide; bis-(1,2-dimethylpropyl)borane; sodium hydride; potassium carbonate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; toluene;

DOI:10.1016/0040-4020(82)80219-6

Reference yield:

3-Isopropyl-veratrol (71720-27-9) → 2,6-dimethyl-2,3-epoxy-3-isopropenyl-9-(3,4-dimethoxy-5-isopropylphenyl)-trans-6-nonene (83569-79-3)

Guidance literature:

Multi-step reaction with 9 steps

1: 83 percent / AlCl₃ / CH₂Cl₂ / 1.) room temp., 4 h; 2.) reflux, 15 min.

2: 95 percent / K₂CO₃ / acetone / 2 h / Ambient temperature

3: 1.) morpholine, sulphur, 2.) potassium hydroxide / 1.) reflux 8 h ; 2.) EtOH, reflux, 6 h

4: 1.9 g / cc. HCl / methanol / Ambient temperature

5: 24 percent / LiAlH₄ / diethyl ether / 4 h / Heating

6: 83 percent / Collins reagent / CH₂Cl₂ / 0.5 h / Ambient temperature

7: 91 percent / tetrahydrofuran / 1.) -78 deg C, 30 min.; 2.) room temp., 3 h

8: 80 percent / 2,4-dinitrophenol / toluene / 36 h / 105 - 108 °C

9: 94 percent / diethyl ether / 0.75 h / -78 °C

With morpholine; potassium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; 2,4-Dinitrophenol; Collins oxidation agent; potassium carbonate; sulfur; hydrogenchloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; toluene;

DOI:10.1016/0040-4020(82)80219-6

upstream raw materials:

isopropenyllithium

2-chloro-2,6-dimethyl-9-(3,4-dimethoxy-5-isopropylphenyl)-trans-6-nonen-3-one

3-isopropylbenzene-1,2-diol

1-methoxy-2-hydroxy-3-isopropylbenzene

Downstream raw materials:

2,6-dimethyl-3-isopropylidene-9-(3,4-dimethoxy-5-isopropylphenyl)-trans-6-nonen-2-ol

Refernces