4,6-Bis[(methoxy)methoxy]-2-methoxy-3-(1'-geranyl)acetophenone

Base Information

• Chemical Name: 4,6-Bis[(methoxy)methoxy]-2-methoxy-3-(1'-geranyl)acetophenone
• CAS No.: 328946-48-1
• Molecular Formula: C₂₃H₃₄O₆
• Molecular Weight: 406.519
• Mol file: 328946-48-1.mol

Synonyms:4,6-Bis[(methoxy)methoxy]-2-methoxy-3-(1'-geranyl)acetophenone

Chemical Property of 4,6-Bis[(methoxy)methoxy]-2-methoxy-3-(1'-geranyl)acetophenone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,6-Bis[(methoxy)methoxy]-2-methoxy-3-(1'-geranyl)acetophenone

There total 2 articles about 4,6-Bis[(methoxy)methoxy]-2-methoxy-3-(1'-geranyl)acetophenone 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: 99.0%

dimethyl sulfate (77-78-1) + 1-{3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2-hydroxy-4,6-bis(methoxymethoxy)phenyl}ethanone (328946-43-6) → 4,6-Bis[(methoxy)methoxy]-2-methoxy-3-(1'-geranyl)acetophenone (328946-48-1)

Guidance literature:

With sodium hydroxide; tetra-(n-butyl)ammonium iodide; In dichloromethane; at 23 ℃; for 3h;

DOI:10.1021/np0001124

Reference yield:

1-{3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4,6-trihydroxyphenyl}ethanone (43230-44-0,43230-43-9) → 4,6-Bis[(methoxy)methoxy]-2-methoxy-3-(1'-geranyl)acetophenone (328946-48-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / K₂CO₃ / acetone / 0.75 h / Heating

2: 99 percent / n-Bu₄N(+)I(-); aq. NaOH / CH₂Cl₂ / 3 h / 23 °C

With sodium hydroxide; tetra-(n-butyl)ammonium iodide; potassium carbonate; In dichloromethane; acetone;

DOI:10.1021/np0001124

Reference yield:

4,6-Bis[(methoxy)methoxy]-2-methoxy-3-(1'-geranyl)acetophenone (328946-48-1) → 6-geranylnaringenin (328946-42-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 78 percent / aq. KOH / ethanol / 43 h / 0 - 23 °C

2: 62 percent / aq. HCl / methanol / 0.75 h / Heating

3: 76 percent / NaOAc; H₂O / ethanol / 24 h / Heating

4: 93 percent / BBr₃ / CH₂Cl₂ / 3 h / -78 - 23 °C

With hydrogenchloride; potassium hydroxide; water; sodium acetate; boron tribromide; In methanol; ethanol; dichloromethane;

DOI:10.1021/np0001124

upstream raw materials:

dimethyl sulfate

1-{3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2-hydroxy-4,6-bis(methoxymethoxy)phenyl}ethanone

1-{3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4,6-trihydroxyphenyl}ethanone

Downstream raw materials:

6-geranylnaringenin

4',7-Dihydroxy-5-methoxy-6-(1''-geranyl)flavanone

4,4',6'-Trihydroxy-2'-methoxy-3'-(1''-geranyl)chalcone