3-methyl 5-<2,6,6-trimethyl 5-(4-hydroxy 3-methyl 2E-butenyl) 1-cylohexenyl> 2,4-pentadienyl triphenylphosphonium bromide (2-hydroxyprenyl β-ionylidene ethyltriphenylphosphonium bromide)

Base Information

• Chemical Name: 3-methyl 5-<2,6,6-trimethyl 5-(4-hydroxy 3-methyl 2E-butenyl) 1-cylohexenyl> 2,4-pentadienyl triphenylphosphonium bromide (2-hydroxyprenyl β-ionylidene ethyltriphenylphosphonium bromide)
• CAS No.: 99647-35-5
• Molecular Formula: Br*C₃₈H₄₆OP
• Molecular Weight: 629.66
• Mol file: 99647-35-5.mol

Synonyms:

Chemical Property of 3-methyl 5-<2,6,6-trimethyl 5-(4-hydroxy 3-methyl 2E-butenyl) 1-cylohexenyl> 2,4-pentadienyl triphenylphosphonium bromide (2-hydroxyprenyl β-ionylidene ethyltriphenylphosphonium bromide)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-methyl 5-<2,6,6-trimethyl 5-(4-hydroxy 3-methyl 2E-butenyl) 1-cylohexenyl> 2,4-pentadienyl triphenylphosphonium bromide (2-hydroxyprenyl β-ionylidene ethyltriphenylphosphonium bromide)

There total 4 articles about 3-methyl 5-<2,6,6-trimethyl 5-(4-hydroxy 3-methyl 2E-butenyl) 1-cylohexenyl> 2,4-pentadienyl triphenylphosphonium bromide (2-hydroxyprenyl β-ionylidene ethyltriphenylphosphonium 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: 53.0%

triphenylphosphine hydrobromide (6399-81-1) + 3-methyl 5-<2,6,6-trimetyl 5-(4-hydroxy 3-methyl 2E-butenyl) 2-cyclohexenyl> 1,4-pentadien 3-ol (2-hydroxyprenyl vinyl β-ionol) (99647-33-3) → 3-methyl 5-<2,6,6-trimethyl 5-(4-hydroxy 3-methyl 2E-butenyl) 1-cylohexenyl> 2,4-pentadienyl triphenylphosphonium bromide (2-hydroxyprenyl β-ionylidene ethyltriphenylphosphonium bromide) (99647-35-5)

Guidance literature:

In methanol; 0 deg C, 1 h, then up to RT, 1 h;

DOI:10.1016/S0040-4020(01)96529-9

Reference yield:

pseudoionone (141-10-6,3548-78-5) → 3-methyl 5-<2,6,6-trimethyl 5-(4-hydroxy 3-methyl 2E-butenyl) 1-cylohexenyl> 2,4-pentadienyl triphenylphosphonium bromide (2-hydroxyprenyl β-ionylidene ethyltriphenylphosphonium bromide) (99647-35-5)

Guidance literature:

Multi-step reaction with 3 steps

1: ZnCl₂ / 0.75 h / -60 °C / in CH₃CH₂NO₂

2: tetrahydrofuran / 1 h / -20 °C

3: 53 percent / methanol / 0 deg C, 1 h, then up to RT, 1 h

With zinc(II) chloride; In tetrahydrofuran; methanol;

DOI:10.1016/S0040-4020(01)96529-9

Reference yield:

isoprene epoxide (1838-94-4) → 3-methyl 5-<2,6,6-trimethyl 5-(4-hydroxy 3-methyl 2E-butenyl) 1-cylohexenyl> 2,4-pentadienyl triphenylphosphonium bromide (2-hydroxyprenyl β-ionylidene ethyltriphenylphosphonium bromide) (99647-35-5)

Guidance literature:

Multi-step reaction with 3 steps

1: ZnCl₂ / 0.75 h / -60 °C / in CH₃CH₂NO₂

2: tetrahydrofuran / 1 h / -20 °C

3: 53 percent / methanol / 0 deg C, 1 h, then up to RT, 1 h

With zinc(II) chloride; In tetrahydrofuran; methanol;

DOI:10.1016/S0040-4020(01)96529-9

upstream raw materials:

triphenylphosphine hydrobromide

3-methyl 5-<2,6,6-trimetyl 5-(4-hydroxy 3-methyl 2E-butenyl) 2-cyclohexenyl> 1,4-pentadien 3-ol (2-hydroxyprenyl vinyl β-ionol)

pseudoionone

4-<2,6,6-trimethyl 5-(4-hydroxy 3-methyl 2E-butenyl) 1-cyclohexenyl> 3E-buten 2-one (2-hydroxyprenyl β-ionone)