1,3-dimethoxy-5-methyl-2-vinylbenzene

Base Information

• Chemical Name: 1,3-dimethoxy-5-methyl-2-vinylbenzene
• CAS No.: 783332-52-5
• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.231
• Mol file: 783332-52-5.mol

Synonyms:1,3-dimethoxy-5-methyl-2-vinylbenzene

Chemical Property of 1,3-dimethoxy-5-methyl-2-vinylbenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3-dimethoxy-5-methyl-2-vinylbenzene

There total 2 articles about 1,3-dimethoxy-5-methyl-2-vinylbenzene 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:

1,3-dimethoxy-5-methylbenzene (4179-19-5) → 1,3-dimethoxy-5-methyl-2-vinylbenzene (783332-52-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetramethylene diamine; n-butyllithium / diethyl ether / 3 h / Heating

1.2: 97 percent / diethyl ether / 2 h / 20 °C

2.1: sodium bis(trimethylsilyl)amine / tetrahydrofuran / 3 h / 20 °C

2.2: 98 percent / tetrahydrofuran / -78 - 20 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sodium hexamethyldisilazane; In tetrahydrofuran; diethyl ether;

DOI:10.1021/ja048078t

Reference yield:

orcinol (504-15-4) → 1,3-dimethoxy-5-methyl-2-vinylbenzene (783332-52-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: K₂CO₃ / acetone

2.1: tetramethylene diamine; n-butyllithium / diethyl ether / 3 h / Heating

2.2: 97 percent / diethyl ether / 2 h / 20 °C

3.1: sodium bis(trimethylsilyl)amine / tetrahydrofuran / 3 h / 20 °C

3.2: 98 percent / tetrahydrofuran / -78 - 20 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sodium hexamethyldisilazane; potassium carbonate; In tetrahydrofuran; diethyl ether; acetone;

DOI:10.1021/ja048078t

Reference yield:

1,3-dimethoxy-5-methyl-2-vinylbenzene (783332-52-5) → Carbonic acid (Z)-5-(2-hydroxy-6-methoxy-4-methyl-phenyl)-3-methyl-pent-2-enyl ester methyl ester (593251-76-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 85 percent / rhodium tris(phenylphosphine) chloride / tetrahydrofuran / 20 - 50 °C

2.1: 100 percent / aq. sodium hydroxide; aq. hydrogen peroxide / tetrahydrofuran / 1.5 h / 50 °C

3.1: 97 percent / triphenylphosphine; imidazole; iodine / tetrahydrofuran / 1 h / 20 °C

4.1: zinc chloride; tert-butyllithium / tetrahydrofuran; pentane / 3.5 h / -78 - 20 °C

4.2: Pd(dppf)Cl₂; n-butyllithium / tetrahydrofuran; pentane; hexane / 20 °C

5.1: TBAF / tetrahydrofuran / 2 h

6.1: 80 percent / lithium n-propyl thiolate / hexamethylphosphoric acid triamide / 120 °C

7.1: pyridine / CH₂Cl₂

With pyridine; 1H-imidazole; sodium hydroxide; Wilkinson's catalyst; tetrabutyl ammonium fluoride; dihydrogen peroxide; iodine; tert.-butyl lithium; lithium n-propylmercaptide; triphenylphosphine; zinc(II) chloride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; pentane; 4.2: Negishi coupling;

DOI:10.1021/ja048078t

upstream raw materials:

orcinol

1,3-dimethoxy-5-methylbenzene

Downstream raw materials:

Carbonic acid (Z)-5-(2-hydroxy-6-methoxy-4-methyl-phenyl)-3-methyl-pent-2-enyl ester methyl ester

(E)-5-(2-hydroxy-6-methoxyphenyl)-3-methylpent-2-enyl methyl carbonate

2-(2,6-dimethoxy-4-methylphenyl)ethanol

2-(2-iodoethyl)-1,3-dimethoxy-5-methylbenzene