(E)-6-(1-butenyl)-2,4-dihydroxybenzoic acid s-butyl ester

Base Information

• Chemical Name: (E)-6-(1-butenyl)-2,4-dihydroxybenzoic acid s-butyl ester
• CAS No.: 1428945-42-9
• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.321
• Mol file: 1428945-42-9.mol

Synonyms:

Chemical Property of (E)-6-(1-butenyl)-2,4-dihydroxybenzoic acid s-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-6-(1-butenyl)-2,4-dihydroxybenzoic acid s-butyl ester

There total 7 articles about (E)-6-(1-butenyl)-2,4-dihydroxybenzoic acid s-butyl 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: 66.0%

(E)-6-(1-butenyl)-2,4-dihydroxybenzoic acid methyl ester (1428945-41-8) + iso-butanol (78-92-2,15892-23-6) → (E)-6-(1-butenyl)-2,4-dihydroxybenzoic acid s-butyl ester (1428945-42-9)

Guidance literature:

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

DOI:10.1080/00397911.2012.681827

Reference yield:

4-hydroxysalicylic acid (89-86-1) → (E)-6-(1-butenyl)-2,4-dihydroxybenzoic acid s-butyl ester (1428945-42-9)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sulfuric acid / 96 h / Reflux; Inert atmosphere

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

2.2: 1 h / 20 °C / Inert atmosphere

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

3.2: 20 h / Reflux; Inert atmosphere

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

4.2: 2 h / -80 - -15 °C / Inert atmosphere

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

5.2: 1.5 h / -75 - 20 °C / Ionic liquid

5.3: 1 h / 20 °C / Inert atmosphere

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

6.2: 6 h / Inert atmosphere

7.1: sodium / 24 h / Reflux; Inert atmosphere

With sulfuric acid; trimethylaluminum; tert.-butyl lithium; sodium; sodium hydride; phenyllithium; lithium bromide; In tetrahydrofuran; dichloromethane; dibutyl ether; toluene; pentane; 5.1: |Schlosser Modification / 5.2: |Schlosser Modification / 5.3: |Schlosser Modification;

DOI:10.1080/00397911.2012.681827

Reference yield:

methyl 2,4-bis<(tert-butyldimethylsilyl)oxy>benzoate (132297-26-8) → (E)-6-(1-butenyl)-2,4-dihydroxybenzoic acid s-butyl ester (1428945-42-9)

Guidance literature:

Multi-step reaction with 5 steps

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

1.2: 20 h / Reflux; Inert atmosphere

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

2.2: 2 h / -80 - -15 °C / Inert atmosphere

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

3.2: 1.5 h / -75 - 20 °C / Ionic liquid

3.3: 1 h / 20 °C / Inert atmosphere

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

4.2: 6 h / Inert atmosphere

5.1: sodium / 24 h / Reflux; Inert atmosphere

With trimethylaluminum; tert.-butyl lithium; sodium; phenyllithium; lithium bromide; In tetrahydrofuran; dichloromethane; dibutyl ether; toluene; pentane; 3.1: |Schlosser Modification / 3.2: |Schlosser Modification / 3.3: |Schlosser Modification;

DOI:10.1080/00397911.2012.681827

upstream raw materials:

methyl 2,4-bis<(tert-butyldimethylsilyl)oxy>benzoate

4-hydroxysalicylic acid

N,N-diethyl 2,4-bis<(tert-butyldimethylsilyl)oxy>benzamide

2,4-bis((tert-butyldimethylsilyl)oxy)-N,N-diethyl-6-formylbenzamide