(E)-2,4-dihydroxy-6-(1-propenyl)benzoic acid isopropyl ester

Base Information

• Chemical Name: (E)-2,4-dihydroxy-6-(1-propenyl)benzoic acid isopropyl ester
• CAS No.: 1416776-60-7
• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.268
• Mol file: 1416776-60-7.mol

Synonyms:(E)-2,4-dihydroxy-6-(1-propenyl)benzoic acid isopropyl ester

Chemical Property of (E)-2,4-dihydroxy-6-(1-propenyl)benzoic acid isopropyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2,4-dihydroxy-6-(1-propenyl)benzoic acid isopropyl ester

There total 20 articles about (E)-2,4-dihydroxy-6-(1-propenyl)benzoic acid isopropyl ester 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: 90.0%

(E)-2,4-dihydroxy-6-(1-propenyl)benzoic acid methyl ester (1428945-38-3) + isopropyl alcohol (67-63-0,8013-70-5) → (E)-2,4-dihydroxy-6-(1-propenyl)benzoic acid isopropyl ester (1416776-60-7)

Guidance literature:

With sodium; for 24h; Reflux; Inert atmosphere;

DOI:10.1080/00397911.2012.681827

Reference yield: 59.0%

(E)-2,4-dimethoxy-6-(1-propenyl)benzoic acid isopropyl ester (1428945-30-5) → (E)-2,4-dihydroxy-6-(1-propenyl)benzoic acid isopropyl ester (1416776-60-7)

Guidance literature:

With boron tribromide; In dichloromethane; at -80 - -15 ℃; Inert atmosphere;

DOI:10.1080/00397911.2012.681827

Reference yield:

methyl 2,4-dihydroxybenzoate (2150-47-2) → (E)-2,4-dihydroxy-6-(1-propenyl)benzoic acid isopropyl ester (1416776-60-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

1.2: 1 h / 20 °C / Inert atmosphere

2.1: trimethylaluminum / toluene / 1 h / -5 - 50 °C / Inert atmosphere

2.2: 20 h / Reflux; Inert atmosphere

3.1: tert.-butyl lithium / tetrahydrofuran; pentane / 2 h / -80 °C / Inert atmosphere

3.2: 2 h / -80 - -15 °C / Inert atmosphere

4.1: lithium bromide; phenyllithium / tetrahydrofuran; dibutyl ether / 0.5 h / -75 - 20 °C / Inert atmosphere

4.2: 1.5 h / -75 - 20 °C / Inert atmosphere

4.3: 1 h / 20 °C / Inert atmosphere

5.1: dichloromethane / 15 h / 20 °C / Inert atmosphere

5.2: 6 h / Inert atmosphere

6.1: sodium / 24 h / Reflux; Inert atmosphere

With trimethylaluminum; tert.-butyl lithium; sodium; sodium hydride; phenyllithium; lithium bromide; In tetrahydrofuran; dichloromethane; dibutyl ether; toluene; pentane; 4.1: |Schlosser Modification / 4.2: |Schlosser Modification / 4.3: |Schlosser Modification;

DOI:10.1080/00397911.2012.681827

upstream raw materials:

(E)-2,4-dihydroxy-6-(1-propenyl)benzoic acid methyl ester

isopropyl alcohol

2,4 dimethoxybenzoic acid

2-allyl-4,6-dimethoxybenzoic acid

Downstream raw materials:

C₉H₁₀O₂