10-(2,3,4,5-Tetramethoxy-6-methyl-phenyl)-deca-2,5-diyn-1-ol

Base Information

• Chemical Name: 10-(2,3,4,5-Tetramethoxy-6-methyl-phenyl)-deca-2,5-diyn-1-ol
• CAS No.: 80810-21-5
• Molecular Formula: C₂₁H₂₈O₅
• Molecular Weight: 360.45
• Mol file: 80810-21-5.mol

Synonyms:10-(2,3,4,5-Tetramethoxy-6-methyl-phenyl)-deca-2,5-diyn-1-ol

Chemical Property of 10-(2,3,4,5-Tetramethoxy-6-methyl-phenyl)-deca-2,5-diyn-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 10-(2,3,4,5-Tetramethoxy-6-methyl-phenyl)-deca-2,5-diyn-1-ol

There total 9 articles about 10-(2,3,4,5-Tetramethoxy-6-methyl-phenyl)-deca-2,5-diyn-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:

2-[10-(2,3,4,5-Tetramethoxy-6-methyl-phenyl)-deca-2,5-diynyloxy]-tetrahydro-pyran → 10-(2,3,4,5-Tetramethoxy-6-methyl-phenyl)-deca-2,5-diyn-1-ol (80810-21-5)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 70 ℃; for 0.5h; Yield given;

Reference yield:

1,2,3,4-tetramethoxy-5-methyl-6-(tetrahydrofur-2-yl)benzene (80823-68-3) → 10-(2,3,4,5-Tetramethoxy-6-methyl-phenyl)-deca-2,5-diyn-1-ol (80810-21-5)

Guidance literature:

Multi-step reaction with 9 steps

1: 90 percent / 70percent perchloric acid, hydrogen / 5percent palladium-charcoal / acetic acid / 1.5 h / 70 °C

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

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

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

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

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

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

8: 1.) ethyl magnesium bromide, 2.) copper(I) bromide / 1.) THF, 2.) 50 deg C, 2 h

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

With perchloric acid; ethylmagnesium bromide; hydrogen; toluene-4-sulfonic acid; sodium amide; triethylamine; sodium iodide; copper(I) bromide; palladium on activated charcoal; In methanol; dichloromethane; acetic acid; acetone;

Reference yield:

1-(4'-Hydroxybutyl)-2,3,4,5-tetramethoxy-6-methylbenzene (80810-55-5) → 10-(2,3,4,5-Tetramethoxy-6-methyl-phenyl)-deca-2,5-diyn-1-ol (80810-21-5)

Guidance literature:

Multi-step reaction with 8 steps

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

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

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

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.) ethyl magnesium bromide, 2.) copper(I) bromide / 1.) THF, 2.) 50 deg C, 2 h

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

With ethylmagnesium bromide; toluene-4-sulfonic acid; sodium amide; triethylamine; sodium iodide; copper(I) bromide; In methanol; dichloromethane; acetone;

upstream raw materials:

1-(4'-Hydroxybutyl)-2,3,4,5-tetramethoxy-6-methylbenzene

1-(4-iodobutyl)-2,3,4,5-tetramethoxy-6-methylbenzene

1,2,3,4-tetramethoxy-5-methyl-6-(tetrahydrofur-2-yl)benzene

1-(7-Iodo-hept-5-ynyl)-2,3,4,5-tetramethoxy-6-methyl-benzene

Downstream raw materials:

2-((5Z,8Z)-10-Hydroxy-deca-5,8-dienyl)-5,6-dimethoxy-3-methyl-[1,4]benzoquinone

2-(10-Hydroxy-deca-5,8-diynyl)-5,6-dimethoxy-3-methyl-[1,4]benzoquinone

Refernces