(E/Z)-3-(3',7'-dimethylocta-2',6'-dienoyl)-4-hydroxybenzoic acid methyl ester

Base Information

Chemical Name:(E/Z)-3-(3',7'-dimethylocta-2',6'-dienoyl)-4-hydroxybenzoic acid methyl ester
CAS No.:1326775-00-1
Molecular Formula:C₁₈H₂₂O₄
Molecular Weight:302.37
Hs Code.:

Synonyms:(E/Z)-3-(3',7'-dimethylocta-2',6'-dienoyl)-4-hydroxybenzoic acid methyl ester

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Chemical Property of (E/Z)-3-(3',7'-dimethylocta-2',6'-dienoyl)-4-hydroxybenzoic acid methyl ester

Chemical Property:

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Technology Process of (E/Z)-3-(3',7'-dimethylocta-2',6'-dienoyl)-4-hydroxybenzoic acid methyl ester

There total 4 articles about (E/Z)-3-(3',7'-dimethylocta-2',6'-dienoyl)-4-hydroxybenzoic acid methyl 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: 80.0%

: 1326774-90-6
4-hydroxy-3-(3'-hydroxy-3',7'-dimethyl-oct-6'-enoyl)benzoic acid methyl ester

: 1326775-00-1
(E/Z)-3-(3',7'-dimethylocta-2',6'-dienoyl)-4-hydroxybenzoic acid methyl ester

Guidance literature:: With thionyl chloride; triethylamine; In dichloromethane; at 0 ℃; for 2.5h; Inert atmosphere; Cooling with ice;
DOI:10.1016/j.tet.2011.06.015

Reference yield:

: 16357-40-7
3-acetyl-4-hydroxybenzoic acid

: 1326775-00-1
(E/Z)-3-(3',7'-dimethylocta-2',6'-dienoyl)-4-hydroxybenzoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: sulfuric acid / 1 h / Reflux

2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane / 1.17 h / -78 °C / Inert atmosphere

2.2: 3 h / -78 °C / Inert atmosphere

2.3: -78 °C

3.1: thionyl chloride; triethylamine / dichloromethane / 2.5 h / 0 °C / Inert atmosphere; Cooling with ice

With thionyl chloride; sulfuric acid; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; dichloromethane; 2.1: Aldol reaction / 2.2: Aldol reaction;
DOI:10.1016/j.tet.2011.06.015

Reference yield:

: 57009-12-8
methyl 3-acetyl-4-hydroxybenzoate

: 1326775-00-1
(E/Z)-3-(3',7'-dimethylocta-2',6'-dienoyl)-4-hydroxybenzoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane / 1.17 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 °C / Inert atmosphere

1.3: -78 °C

2.1: thionyl chloride; triethylamine / dichloromethane / 2.5 h / 0 °C / Inert atmosphere; Cooling with ice

With thionyl chloride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; dichloromethane; 1.1: Aldol reaction / 1.2: Aldol reaction;
DOI:10.1016/j.tet.2011.06.015