(2E,4E)-3-fluoro-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dien-1-ol

Base Information

• Chemical Name: (2E,4E)-3-fluoro-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dien-1-ol
• CAS No.: 186953-28-6
• Molecular Formula: C₁₄H₂₁FO
• Molecular Weight: 224.319
• Mol file: 186953-28-6.mol

Synonyms:(2E,4E)-3-fluoro-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dien-1-ol

Chemical Property of (2E,4E)-3-fluoro-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dien-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E,4E)-3-fluoro-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dien-1-ol

There total 1 articles about (2E,4E)-3-fluoro-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dien-1-ol 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: 100.0%

(2E,4E)-tert-butyldiphenylsilyl 3-fluoro-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dien-1-yl ether (186953-27-5) → (2E,4E)-3-fluoro-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dien-1-ol (186953-28-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; diethyl ether; at 25 ℃; for 2h;

DOI:10.1021/jo961355x

Reference yield: 93.0%

triphenylphosphine hydrobromide (6399-81-1) + (2E,4E)-3-fluoro-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dien-1-ol (186953-28-6) → (2Z,4E)-[3-fluoro-5-(2,6,6-trimethylcyclohex-1-en-1-yl)-penta-2,4-dienyl]triphenylphosphonium bromide

Guidance literature:

In methanol; at 25 ℃; for 48h;

DOI:10.1021/jo961355x

Reference yield: 9.0%

(2E,4E)-3-fluoro-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dien-1-ol (186953-28-6) → 3-fluoro-5-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)penta-2,4-dien-1-al (186953-29-7) + 3-fluoro-5-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)penta-2,4-dien-1-al (723761-31-7)

Guidance literature:

With manganese(IV) oxide; sodium carbonate; In dichloromethane; at 25 ℃; for 10h;

DOI:10.1021/jo961355x

upstream raw materials:

(2E,4E)-tert-butyldiphenylsilyl 3-fluoro-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dien-1-yl ether

Downstream raw materials:

3-fluoro-5-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)penta-2,4-dien-1-al

3-fluoro-5-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)penta-2,4-dien-1-al

ethyl 9-cis-9-demethyl-9-fluororetinoate

(7E,9Z,13E)-tert-butyldiphenylsilyl 9-demethyl-9-fluororetinyl ether