(2E,6E)-8-(2,5-Dihydroxyphenyl)-2,6-dimethyl-2,6-octadienal

Base Information

• Chemical Name: (2E,6E)-8-(2,5-Dihydroxyphenyl)-2,6-dimethyl-2,6-octadienal
• CAS No.: 50906-59-7
• Molecular Formula: C16H20O3
• Molecular Weight: 260.33
• Mol file: 50906-59-7.mol

Synonyms:alliodorin;(2E,6E)-8-(2,5-Dihydroxy-phenyl)-2,6-dimethyl-octa-2,6-dienal;Alliodoxin;

Chemical Property of (2E,6E)-8-(2,5-Dihydroxyphenyl)-2,6-dimethyl-2,6-octadienal

Chemical Property:

• PSA: 57.53000
• LogP: 3.51200

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2E,6E)-8-(2,5-Dihydroxyphenyl)-2,6-dimethyl-2,6-octadienal

There total 9 articles about (2E,6E)-8-(2,5-Dihydroxyphenyl)-2,6-dimethyl-2,6-octadienal 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: 96.0%

2,6-dimethyl-8-(2,5-dimethoxyphenyl)octa-2,6-dienal (50628-18-7) → alliodorine EE (50906-59-7)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 ℃;

DOI:10.1039/a808057g

Reference yield: 71.0%

(2E,6E)-8-(3,6-Dioxo-cyclohexa-1,4-dienyl)-2,6-dimethyl-octa-2,6-dienal (50801-25-7) → alliodorine EE (50906-59-7)

Guidance literature:

With acetic acid; zinc; for 24h; Ambient temperature;

DOI:10.1039/c39910001303

Reference yield:

1-bromo-2,5-dimethoxybenzene (25245-34-5) → alliodorine EE (50906-59-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / Li₂CuCl₄ / tetrahydrofuran / 3 h / -10 °C

2: 25 percent / SeO₂; t-BuOOH; SiO₂ / CH₂Cl₂ / 0.17 h / Irradiation

3: 96 percent / BBr₃ / CH₂Cl₂ / -78 °C

With tert.-butylhydroperoxide; selenium(IV) oxide; dilithium tetrachlorocuprate; silica gel; boron tribromide; In tetrahydrofuran; dichloromethane; 1: Condensation / 2: Oxidation / 3: demethylation;

DOI:10.1039/a808057g

upstream raw materials:

(2E,6E)-8-(3,6-Dioxo-cyclohexa-1,4-dienyl)-2,6-dimethyl-octa-2,6-dienal

hydroxy-8 dimethyl-2,6 octadiene-2 (E), 6 al-1

hydroquinone

2,6-dimethyl-8-(2,5-dimethoxyphenyl)octa-2,6-dienal

Downstream raw materials:

2,6-dimethyl-8-(2,5-dimethoxyphenyl)octa-2,6-dienal

(2E,6E)-8-(3,6-Dioxo-cyclohexa-1,4-dienyl)-2,6-dimethyl-octa-2,6-dienal

Refernces

• 1、 Harwood,Oxford,Thomson. "Base catalysed rearrangements of 4-Hydroxyphenyl allyl ethers: Syntheses of alliodorin and alliodorol". . p. 1303 - 1305. Retrieved 2007/10/02.