3-[(E)-3,7-Dimethyl-2,6-octadienyl]-2,4-dihydroxy-6-methylbenzaldehyde

Base Information

• Chemical Name: 3-[(E)-3,7-Dimethyl-2,6-octadienyl]-2,4-dihydroxy-6-methylbenzaldehyde
• CAS No.: 83324-56-5
• Molecular Formula: C18H24O3
• Molecular Weight: 0
• Mol file: 83324-56-5.mol

Synonyms:(E)-2,4-dihydroxy-3-(3,7-dimethyl-2,6-octadienyl)-6-methylbenzaldehyde;3-geranylorcylaldehyde;3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-2,4-dihydroxy-6-methyl-benzaldehyde;

Chemical Property of 3-[(E)-3,7-Dimethyl-2,6-octadienyl]-2,4-dihydroxy-6-methylbenzaldehyde

Chemical Property:

• PSA: 57.53000
• LogP: 4.45390

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[(E)-3,7-Dimethyl-2,6-octadienyl]-2,4-dihydroxy-6-methylbenzaldehyde

There total 6 articles about 3-[(E)-3,7-Dimethyl-2,6-octadienyl]-2,4-dihydroxy-6-methylbenzaldehyde 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-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-4-formyl-3-hydroxy-5-methylphenyl acetate → 3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxy-6-methylbenzaldehyde (83324-56-5)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 3h;

DOI:10.1016/j.ejmech.2017.09.067

Reference yield:

3-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-4-formyl-5-methylphenyl acetate → 3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxy-6-methylbenzaldehyde (83324-56-5)

Guidance literature:

Multi-step reaction with 2 steps

1: fluorosil / toluene / 3 h / Reflux

2: sodium hydroxide / tetrahydrofuran; methanol; water / 3 h / 20 °C

With sodium hydroxide; In tetrahydrofuran; methanol; water; toluene;

DOI:10.1016/j.ejmech.2017.09.067

Reference yield:

trans-geranyl bromide (6138-90-5) → 3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxy-6-methylbenzaldehyde (83324-56-5)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 20 °C

2: fluorosil / toluene / 3 h / Reflux

3: sodium hydroxide / tetrahydrofuran; methanol; water / 3 h / 20 °C

With potassium carbonate; potassium iodide; sodium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.ejmech.2017.09.067

upstream raw materials:

trans-geranyl bromide

2,4-dihydroxy-6-methylbenzaldehyde

4-Acetoxy-2-hydroxy-6-methyl-benzaldehyd

Refernces

• 1、 -. "DIHYDROOROTIC ACID DEHYDROGENASE INHIBITOR". Paragraph 0102; 0103; 0107. . Retrieved 2015/04/15.
• 2、 Mori, Kenji,Sato, Kazuo. "A GENERAL SYNTHETIC METHOD FOR PRENYLATED PHENOLS OF MICROBIAL ORIGIN". . p. 1221 - 1225. Retrieved 2007/10/02.