(2E,4E)-1-bromo-3-methyl-5-(4-hydroxy-2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-2,4-pentadiene

Base Information

Chemical Name:(2E,4E)-1-bromo-3-methyl-5-(4-hydroxy-2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-2,4-pentadiene
CAS No.:80736-89-6
Molecular Formula:C₁₅H₂₁BrO₂
Molecular Weight:313.235
Hs Code.:

Synonyms:(2E,4E)-1-bromo-3-methyl-5-(4-hydroxy-2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-2,4-pentadiene

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Chemical Property of (2E,4E)-1-bromo-3-methyl-5-(4-hydroxy-2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-2,4-pentadiene

Chemical Property:

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Technology Process of (2E,4E)-1-bromo-3-methyl-5-(4-hydroxy-2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-2,4-pentadiene

There total 14 articles about (2E,4E)-1-bromo-3-methyl-5-(4-hydroxy-2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-2,4-pentadiene 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:

: 74285-68-0
5-(2,6,6-trimethyl-3-oxo-4-hydroxy-1-cyclohexen-1-yl)-3-methyl-3-hydroxy-1,4-pentadiene

: 80736-89-6
(2E,4E)-1-bromo-3-methyl-5-(4-hydroxy-2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-2,4-pentadiene

Guidance literature:: With hydrogen bromide; In water; toluene; at 0 ℃;

Reference yield:

: 94669-81-5
(E)-6-Hydroxy-3-(5-hydroxy-3-methyl-1,3-pentadienyl)-2,4,4-trimethyl-2-cyclohexen-1-on

: 80736-89-6
(2E,4E)-1-bromo-3-methyl-5-(4-hydroxy-2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-2,4-pentadiene

Guidance literature:: With hydrogen bromide; In dichloromethane; at 0 ℃;
DOI:10.1002/(SICI)1099-0690(200003)2000:5<829::AID-EJOC829>3.0.CO;2-Z

Reference yield:

: 110-93-0,129085-68-3
6-Methyl-hept-5-en-2-on

: 80736-89-6
(2E,4E)-1-bromo-3-methyl-5-(4-hydroxy-2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-2,4-pentadiene

Guidance literature:: Multi-step reaction with 12 steps

1.1: NaH / tetrahydrofuran / 0 - 20 °C

1.2: 89.4 percent / tetrahydrofuran / 2 h / 20 °C

2.1: 86 percent / conc. H₂SO₄ / nitromethane / 0.5 h / 0 °C

3.1: 95 percent / m-chloroperbenzoic acid / ethyl acetate / 0 - 20 °C

4.1: 96.5 percent / LDA / tetrahydrofuran / -40 - 20 °C

5.1: 66 percent / pyridinium chlorochromate / CH₂Cl₂ / 0 - 20 °C

6.1: p-toluenesulfonic acid; trimethyl orthoformate

6.2: 89 percent / HCl / acetone

7.1: 72 percent / DIBAL-H / petroleum ether / 1 h / -60 - 20 °C

8.1: nBuLi / tetrahydrofuran / -20 °C

8.2: 79 percent / tetrahydrofuran / 1 h / 0 - 20 °C

9.1: 52 percent / DIBAL-H / petroleum ether / -80 - -20 °C

10.1: 97 percent / HCl / acetone; H₂O

11.1: LDA / tetrahydrofuran / 0.17 h / -20 °C

11.2: 69 percent / (+)-(8,8-dichlorocamphorsulfonyl)oxaziridine / tetrahydrofuran / 1.25 h / -20 - 20 °C

12.1: HBr / CH₂Cl₂ / 0 °C

With hydrogenchloride; n-butyllithium; sulfuric acid; hydrogen bromide; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; lithium diisopropyl amide; trimethyl orthoformate; In tetrahydrofuran; nitromethane; dichloromethane; water; ethyl acetate; acetone; Petroleum ether; 1.1: Metallation / 1.2: Condensation / 2.1: Cyclization / 3.1: Epoxidation / 4.1: Isomerization / 5.1: Oxidation / 6.1: Etherification / 6.2: Cyclization / 7.1: Reduction / 8.1: deprotonation / 8.2: Condensation / 9.1: Reduction / 10.1: deprotection / 11.1: Metallation / 11.2: Oxidation / 12.1: Substitution;
DOI:10.1002/(SICI)1099-0690(200003)2000:5<829::AID-EJOC829>3.0.CO;2-Z