(+/-)-parahigginone methyl ether

Base Information

• Chemical Name: (+/-)-parahigginone methyl ether
• CAS No.: 67895-75-4
• Molecular Formula: C₁₆H₂₂O₂
• Molecular Weight: 246.349
• Mol file: 67895-75-4.mol

Synonyms:(+/-)-parahigginone methyl ether

Chemical Property of (+/-)-parahigginone methyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-parahigginone methyl ether

There total 10 articles about (+/-)-parahigginone methyl ether 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: 95.0%

2-methyl-6-(2-methoxy-4-methylphenyl)hept-2-ene-3-ol (762296-24-2) → (+/-)-parahigginone methyl ether (67895-75-4)

Guidance literature:

With manganese(IV) oxide; In tetrachloromethane; for 3h; Heating;

DOI:10.1002/jccs.200400087

Reference yield:

acetone (67-64-1) + [4-(2-Methoxy-4-methyl-phenyl)-2-oxo-pentyl]-phosphonic acid dimethyl ester (175735-91-8) → (+/-)-parahigginone methyl ether (67895-75-4)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/0040-4039(96)00241-9

Reference yield:

2-methoxy-4-methylacetophenone (35633-35-3) → (+/-)-parahigginone methyl ether (67895-75-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: diethyl ether / -20 °C

2.1: 4.5 g / p-toluic acid / benzene / 3 h / Heating

3.1: BH₃*THF / tetrahydrofuran / 2 h / 0 °C

3.2: 97 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 2 h / Heating

4.1: 95 percent / PPh₃; CBr₄ / CH₂Cl₂ / 5 h / 0 °C

5.1: Mg; MeI / diethyl ether / 3 h / 20 °C

5.2: 52 percent / diethyl ether / 3 h / Heating

6.1: 95 percent / MnO₂ / CCl₄ / 3 h / Heating

With manganese(IV) oxide; borane-THF; carbon tetrabromide; magnesium; p-Toluic acid; triphenylphosphine; methyl iodide; In tetrahydrofuran; tetrachloromethane; diethyl ether; dichloromethane; benzene;

DOI:10.1002/jccs.200400087

upstream raw materials:

acetone

[4-(2-Methoxy-4-methyl-phenyl)-2-oxo-pentyl]-phosphonic acid dimethyl ester

2-methyl-6-(2-methoxy-4-methylphenyl)hept-2-ene-3-ol

2-methoxy-4-methylacetophenone

Refernces

• 1、 Sharma,Chand. "Synthesis of (±)-2-methyl-(2'-hydroxy-4'-methylphenyl)-2-hepten-4-one (Turmeronol B)". . p. 2279 - 2280. Retrieved 2007/10/03.