(2Z,7Z)-12-(2,5-Dimethoxy-3,4,6-trimethyl-phenyl)-dodeca-2,7-dien-1-ol

Base Information

• Chemical Name: (2Z,7Z)-12-(2,5-Dimethoxy-3,4,6-trimethyl-phenyl)-dodeca-2,7-dien-1-ol
• CAS No.: 80810-48-6
• Molecular Formula: C₂₃H₃₆O₃
• Molecular Weight: 360.537
• Mol file: 80810-48-6.mol

Synonyms:(2Z,7Z)-12-(2,5-Dimethoxy-3,4,6-trimethyl-phenyl)-dodeca-2,7-dien-1-ol

Chemical Property of (2Z,7Z)-12-(2,5-Dimethoxy-3,4,6-trimethyl-phenyl)-dodeca-2,7-dien-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2Z,7Z)-12-(2,5-Dimethoxy-3,4,6-trimethyl-phenyl)-dodeca-2,7-dien-1-ol

There total 12 articles about (2Z,7Z)-12-(2,5-Dimethoxy-3,4,6-trimethyl-phenyl)-dodeca-2,7-dien-1-ol 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: 92.0%

1-(12-hydroxydodeca-5,10-diynyl)-2,5-dimethoxy-3,4,6-trimethylbenzene (80810-05-5) → (2Z,7Z)-12-(2,5-Dimethoxy-3,4,6-trimethyl-phenyl)-dodeca-2,7-dien-1-ol (80810-48-6)

Guidance literature:

With quinoline; hydrogen; Lindlar's catalyst; In ethyl acetate; Ambient temperature;

Reference yield:

4-(2,5-dimethoxy-3,4,6-trimethylphenyl)butan-1-ol (80810-61-3) → (2Z,7Z)-12-(2,5-Dimethoxy-3,4,6-trimethyl-phenyl)-dodeca-2,7-dien-1-ol (80810-48-6)

Guidance literature:

Multi-step reaction with 9 steps

1: triethylamine / CH₂Cl₂ / 1 h / -5 °C

2: sodium iodide / acetone / 2 h / 50 °C

3: 1.) sodium amide, 2.) hexamethylphosphoramide / 1.) THF, 50 deg C, 1.5 h, 2.) room temperature, 1 h

4: toluene-p-sulphonic acid / methanol / 0.5 h / 70 °C

5: triethylamine / CH₂Cl₂ / 1 h / -5 °C

6: sodium iodide / acetone / 2 h / 50 °C

7: 1.) sodium amide / 1.) Et₂O, liquid ammonia, -50 deg C - -40 deg C, 60 min, 2.) -50 deg C - -40 deg C, 100 min

8: toluene-p-sulphonic acid / methanol / 0.5 h / 70 °C

9: 92 percent / hydrogen, quinoline / Lindlar catalyst / ethyl acetate / Ambient temperature

With quinoline; N,N,N,N,N,N-hexamethylphosphoric triamide; hydrogen; toluene-4-sulfonic acid; sodium amide; triethylamine; sodium iodide; Lindlar's catalyst; In methanol; dichloromethane; ethyl acetate; acetone;

Reference yield:

2,3,5-trimethyl-1,4-dimethoxy-6-(4-iodobutyl)benzene (80810-26-0) → (2Z,7Z)-12-(2,5-Dimethoxy-3,4,6-trimethyl-phenyl)-dodeca-2,7-dien-1-ol (80810-48-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) sodium amide, 2.) hexamethylphosphoramide / 1.) THF, 50 deg C, 1.5 h, 2.) room temperature, 1 h

2: toluene-p-sulphonic acid / methanol / 0.5 h / 70 °C

3: triethylamine / CH₂Cl₂ / 1 h / -5 °C

4: sodium iodide / acetone / 2 h / 50 °C

5: 1.) sodium amide / 1.) Et₂O, liquid ammonia, -50 deg C - -40 deg C, 60 min, 2.) -50 deg C - -40 deg C, 100 min

6: toluene-p-sulphonic acid / methanol / 0.5 h / 70 °C

7: 92 percent / hydrogen, quinoline / Lindlar catalyst / ethyl acetate / Ambient temperature

With quinoline; N,N,N,N,N,N-hexamethylphosphoric triamide; hydrogen; toluene-4-sulfonic acid; sodium amide; triethylamine; sodium iodide; Lindlar's catalyst; In methanol; dichloromethane; ethyl acetate; acetone;

upstream raw materials:

1-(12-hydroxydodeca-5,10-diynyl)-2,5-dimethoxy-3,4,6-trimethylbenzene

1-(tetrahydropyranyloxy)-4-pentyn

8-(tetrahydropyran-2-yloxy)octa-1,6-diyne

4-(2,5-dimethoxy-3,4,6-trimethylphenyl)butan-1-ol

Downstream raw materials:

2-((5Z,10Z)-12-Hydroxy-dodeca-5,10-dienyl)-3,5,6-trimethyl-[1,4]benzoquinone

Refernces