(2E,4E,6E,8E,10E,12E)-13-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaenal

Base Information

• Chemical Name: (2E,4E,6E,8E,10E,12E)-13-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaenal
• CAS No.: 50837-94-0
• Molecular Formula: C₂₅H₃₄O₂
• Molecular Weight: 366.544
• Mol file: 50837-94-0.mol

Synonyms:

Chemical Property of (2E,4E,6E,8E,10E,12E)-13-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaenal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E,4E,6E,8E,10E,12E)-13-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaenal

There total 6 articles about (2E,4E,6E,8E,10E,12E)-13-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaenal 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: 56.0%

(2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial (5056-17-7) + <5-(4-hydroxy-2,6,6-trimethyl-1-cyclohexen-1-yl)-3-methyl-2,4-pentadien-1-yl>triphenylphosphonium bromide (79734-41-1) → (2E,4E,6E,8E,10E,12E)-13-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaenal (50837-94-0)

Guidance literature:

With ethyloxirane; In ethanol; Reflux; Inert atmosphere;

DOI:10.1021/jo500605c

Reference yield:

(E)-4-((1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-but-3-en-2-one (76739-74-7) → (2E,4E,6E,8E,10E,12E)-13-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaenal (50837-94-0)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium hydroxide / tetrahydrofuran; methanol / 1.5 h / 50 °C / Inert atmosphere

2: toluene / 2 h / -20 °C / Inert atmosphere

3: methanol / 0 - 20 °C

4: ethyloxirane / ethanol / Reflux; Inert atmosphere

With ethyloxirane; potassium hydroxide; In tetrahydrofuran; methanol; ethanol; toluene; 2: |Grignard Reaction / 4: |Wittig Olefination;

DOI:10.1021/jo500605c

Reference yield:

tertiary vinyl-β-ionol (60002-20-2,76739-83-8,76739-84-9) → (2E,4E,6E,8E,10E,12E)-13-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaenal (50837-94-0)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 0 - 20 °C

2: ethyloxirane / ethanol / Reflux; Inert atmosphere

With ethyloxirane; In methanol; ethanol; 2: |Wittig Olefination;

DOI:10.1021/jo500605c

upstream raw materials:

(rac)-(E)-4-(4-hydroxy-2,6,6-trimethyl-2-cyclohexen-1-yl)-2,2-ethylenedioxy-3-butene

(E)-4-((1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-but-3-en-2-one

(rac)-(E)-4-(4-hydroxy-2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one

tertiary vinyl-β-ionol

Downstream raw materials:

(2E,4E,6E,8E,10E,12E,14E)-15-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal

ethyl (2E,4E,6E,8E,10E,12E,14E)-15-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenoate