5 - (4 - methoxy -,3,6 - three methyl phenyl) 2-3 - methyl - 2, 4 - pentadiene - 1 - triphenylphosphine bromide

Base Information

• Chemical Name: 5 - (4 - methoxy -,3,6 - three methyl phenyl) 2-3 - methyl - 2, 4 - pentadiene - 1 - triphenylphosphine bromide
• CAS No.: 84244-59-7
• Molecular Formula: Br*C₃₄H₃₆OP
• Molecular Weight: 571.537
• Mol file: 84244-59-7.mol

Synonyms:5 - (4 - methoxy -,3,6 - three methyl phenyl) 2-3 - methyl - 2, 4 - pentadiene - 1 - triphenylphosphine bromide

Chemical Property of 5 - (4 - methoxy -,3,6 - three methyl phenyl) 2-3 - methyl - 2, 4 - pentadiene - 1 - triphenylphosphine bromide

Chemical Property:

• PSA: 22.82000
• LogP: 4.57800

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5 - (4 - methoxy -,3,6 - three methyl phenyl) 2-3 - methyl - 2, 4 - pentadiene - 1 - triphenylphosphine bromide

There total 8 articles about 5 - (4 - methoxy -,3,6 - three methyl phenyl) 2-3 - methyl - 2, 4 - pentadiene - 1 - triphenylphosphine bromide 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: 76.0%

triphenylphosphine hydrobromide (6399-81-1) + 5-(4-methoxy-2,3,6 trimethylphenyl)-3-methylpenta-1,4-dien-3-ol (54757-48-1) → 5-(4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-diene-1-triphenylphosphonium bromide (54757-44-7,84244-59-7)

Guidance literature:

With 4-methyl-2-pentanone; at 50 - 60 ℃; Large scale;

Reference yield: 66.0%

<(2Z)-5-(4-Methoxy-2,3,6-trimethylphenyl)-3-methylpent-2-en-4-inyl>triphenylphsophonium-bromid → <(2Z,4Z)-5-(4-Methoxy-2,3,6-trimethylphenyl)penta-2,4-dienyl>triphenylphosphonium-bromid (54757-44-7,84244-59-7)

Guidance literature:

With hydrogen; Ra-Ni; In methanol; at 20 - 25 ℃; for 5h; under 750.06 Torr;

DOI:10.1002/hlca.19890720224

Reference yield:

4-(4'-methoxy-2',3',6'-trimethylphenyl)-but-3-ene-2-one (54757-47-0) → 5-(4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-diene-1-triphenylphosphonium bromide (54757-44-7,84244-59-7)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium chloride / toluene / 20 - 30 °C

2: 4-methyl-2-pentanone / 50 - 60 °C / Large scale

With 4-methyl-2-pentanone; lithium chloride; In toluene;

upstream raw materials:

(Z)-3-methylpent-2-en-4-ynol

2,3,5-trimethylanisole

1-bromo-4-methoxy-2,3,6-trimethylbenzene

(2Z)-5-(4-Methoxy-2,3,6-trimethylphenyl)-3-methylpent-2-en-4-in-1-ol

Refernces

• 1、 Soukup,Broger,Widmer. "New approaches to some aromatic retinoids". . p. 370 - 376. Retrieved 2007/10/02.