(E)-methyl 3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxybenzoate

Base Information

• Chemical Name: (E)-methyl 3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxybenzoate
• CAS No.: 72705-05-6
• Molecular Formula: C₁₈H₂₄O₃
• Molecular Weight: 288.387
• Mol file: 72705-05-6.mol

Synonyms:(E)-methyl 3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxybenzoate

Chemical Property of (E)-methyl 3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxybenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-methyl 3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxybenzoate

There total 6 articles about (E)-methyl 3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxybenzoate 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: 62.0%

(E)-methyl 3-(3,7-dimethylocta-2,6-dien-1-yl)-4-(methoxymethoxy)benzoate → (E)-methyl 3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxybenzoate (72705-05-6)

Guidance literature:

With camphor-10-sulfonic acid; In methanol; at 20 ℃; for 168h;

DOI:10.1080/10286020.2016.1188808

Reference yield:

4-hydroxy-benzoic acid (99-96-7) → (E)-methyl 3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxybenzoate (72705-05-6)

Guidance literature:

Multi-step reaction with 2 steps

1: MgCl₂ / 2.33 h / 37 °C / enzymatic reaction using enzyme extract of Lithospermum erythrorhizon

2: diethyl ether / 1 h

With magnesium chloride; In diethyl ether;

DOI:10.1016/S0031-9422(00)82262-1

Reference yield:

Geraniol (106-24-1) → (E)-methyl 3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxybenzoate (72705-05-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 0.75 h / -40 °C / Inert atmosphere

1.2: 1 h / 0 °C / Inert atmosphere

2.1: sodium hydride / toluene / 1 h / 0 - 20 °C / Inert atmosphere

2.2: 50 °C / Inert atmosphere

With sodium hydride; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; toluene;

DOI:10.1002/chem.201503118

upstream raw materials:

diazomethane

(E)-3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxybenzoic acid

4-hydroxy-benzoic acid

Geraniol

Downstream raw materials:

(E)-3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxybenzoic acid

4-hydroxy-3-[3-methyl-3-(4-methyl-pent-3-enyl)-oxiranylmethyl]-benzoic acid methyl ester

3-(2,3-dihydroxy-3,7-dimethyl-oct-6-enyl)-4-hydroxy-benzoic acid methyl ester

3-[(2E)-3,7-dimethyl-2,6-octadienyl]-4-hydroxybenzaldehyde