[2-(dimethoxymethyl)-3,6-dimethoxy-4-(2-propenyl)phenyl]methanol

Base Information

• Chemical Name: [2-(dimethoxymethyl)-3,6-dimethoxy-4-(2-propenyl)phenyl]methanol
• CAS No.: 327163-84-8
• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.337
• Mol file: 327163-84-8.mol

Synonyms:[2-(dimethoxymethyl)-3,6-dimethoxy-4-(2-propenyl)phenyl]methanol

Chemical Property of [2-(dimethoxymethyl)-3,6-dimethoxy-4-(2-propenyl)phenyl]methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2-(dimethoxymethyl)-3,6-dimethoxy-4-(2-propenyl)phenyl]methanol

There total 11 articles about [2-(dimethoxymethyl)-3,6-dimethoxy-4-(2-propenyl)phenyl]methanol 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: 93.0%

methyl 3,6-dimethoxy-2-(dimethoxymethyl)-4-(2-propenyl)benzoate (327163-83-7) → [2-(dimethoxymethyl)-3,6-dimethoxy-4-(2-propenyl)phenyl]methanol (327163-84-8)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃; for 2h;

DOI:10.1021/jo001523s

Reference yield:

methyl 3,6-dimethoxy-2-nitrobenzoate (327163-76-8) → [2-(dimethoxymethyl)-3,6-dimethoxy-4-(2-propenyl)phenyl]methanol (327163-84-8)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 97 percent / H₂ / Pd-C / aq. ethanol / 12 h / 2585.81 Torr

2.1: conc. HBr; NaNO₂ / H₂O / 0 - 5 °C

2.2: 81 percent / CuBr; conc. HBr / H₂O / 0.17 h / 100 °C

3.1: 99 percent / DIBAL / toluene / -78 - 0 °C

4.1: 95 percent / PCC; 4 Angstroem molecular sieves / CH₂Cl₂ / 10 h

5.1: 96 percent / BCl₃ / hexane; CH₂Cl₂ / 10 h / -78 - 20 °C

6.1: NaH / dimethylformamide / 1 h / 0 - 20 °C

6.2: 83 percent / dimethylformamide / 4 h / 0 - 20 °C

7.1: 74 percent / decahydronaphthalene / 6.5 h / Heating

8.1: 97 percent / K₂CO₃ / dimethylformamide / 10 h / 70 °C

9.1: 96 percent / TsOH*H₂O / methanol / 3.5 h / 70 °C

10.1: BuLi / hexane; tetrahydrofuran / 0.42 h / -78 °C

10.2: 88 percent / tetrahydrofuran; hexane / 0.33 h / -78 °C

11.1: 93 percent / DIBAL / toluene / 2 h / -78 °C

With n-butyllithium; 4 A molecular sieve; hydrogen bromide; hydrogen; boron trichloride; sodium hydride; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; pyridinium chlorochromate; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; decalin;

DOI:10.1021/jo001523s

Reference yield:

2-bromo-3,6-dimethoxybenzaldehyde (85432-87-7) → [2-(dimethoxymethyl)-3,6-dimethoxy-4-(2-propenyl)phenyl]methanol (327163-84-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 96 percent / BCl₃ / hexane; CH₂Cl₂ / 10 h / -78 - 20 °C

2.1: NaH / dimethylformamide / 1 h / 0 - 20 °C

2.2: 83 percent / dimethylformamide / 4 h / 0 - 20 °C

3.1: 74 percent / decahydronaphthalene / 6.5 h / Heating

4.1: 97 percent / K₂CO₃ / dimethylformamide / 10 h / 70 °C

5.1: 96 percent / TsOH*H₂O / methanol / 3.5 h / 70 °C

6.1: BuLi / hexane; tetrahydrofuran / 0.42 h / -78 °C

6.2: 88 percent / tetrahydrofuran; hexane / 0.33 h / -78 °C

7.1: 93 percent / DIBAL / toluene / 2 h / -78 °C

With n-butyllithium; boron trichloride; sodium hydride; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; decalin;

DOI:10.1021/jo001523s

upstream raw materials:

methyl 3,6-dimethoxy-2-(dimethoxymethyl)-4-(2-propenyl)benzoate

2-bromo-3,6-dimethoxybenzaldehyde

methyl 3,6-dimethoxy-2-nitrobenzoate

methyl 2-amino-3,6-dimethoxybenzoate