[11-(benzyloxy)-11-oxoundecyl]triphenylphosphonium bromide

Base Information

• Chemical Name: [11-(benzyloxy)-11-oxoundecyl]triphenylphosphonium bromide
• CAS No.: 1127645-17-3
• Molecular Formula: Br*C₃₆H₄₂O₂P
• Molecular Weight: 617.606
• Mol file: 1127645-17-3.mol

Synonyms:[11-(benzyloxy)-11-oxoundecyl]triphenylphosphonium bromide

Chemical Property of [11-(benzyloxy)-11-oxoundecyl]triphenylphosphonium bromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [11-(benzyloxy)-11-oxoundecyl]triphenylphosphonium bromide

There total 2 articles about [11-(benzyloxy)-11-oxoundecyl]triphenylphosphonium 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: 30.8%

benzyl 11‐bromoundecanoate (78277-30-2) + triphenylphosphine (603-35-0) → [11-(benzyloxy)-11-oxoundecyl]triphenylphosphonium bromide (1127645-17-3)

Guidance literature:

In acetonitrile; at 81 ℃; for 48h;

DOI:10.1002/jsde.12439

Reference yield:

11-bromoundecanoic acid (2834-05-1) + benzyl alcohol (100-51-6,185532-71-2) → [11-(benzyloxy)-11-oxoundecyl]triphenylphosphonium bromide (1127645-17-3)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / toluene / 6 h / 150 °C / Dean-Stark

2: acetonitrile / 48 h / 81 °C

With toluene-4-sulfonic acid; In toluene; acetonitrile;

DOI:10.1002/jsde.12439

Reference yield: 95.0%

[11-(benzyloxy)-11-oxoundecyl]triphenylphosphonium bromide (1127645-17-3) + C26H52O4Si (1327254-75-0) → benzyl (R,Z)-16-((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)-14-((triethylsilyl)oxy)hexadec-11-enoate (1327254-69-2)

Guidance literature:

[11-(benzyloxy)-11-oxoundecyl]triphenylphosphonium bromide; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 - 0 ℃; for 1h;

C₂₆H₅₂O₄Si; In tetrahydrofuran; toluene; at -78 - 20 ℃;

DOI:10.1016/j.tet.2011.06.023

upstream raw materials:

benzyl 11‐bromoundecanoate

triphenylphosphine

11-bromoundecanoic acid

benzyl alcohol

Downstream raw materials:

C₅₃H₁₀₂O₅Si₃

benzyl (R,Z)-16-((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)-14-((triethylsilyl)oxy)hexadec-11-enoate