1-(2-methoxy-2-oxoethyl)-3-methyl-1-phenylphospholanium bromide

Base Information

• Chemical Name: 1-(2-methoxy-2-oxoethyl)-3-methyl-1-phenylphospholanium bromide
• CAS No.: 1192586-20-1
• Molecular Formula: Br*C₁₄H₂₀O₂P
• Molecular Weight: 331.189
• Mol file: 1192586-20-1.mol

Synonyms:1-(2-methoxy-2-oxoethyl)-3-methyl-1-phenylphospholanium bromide

Chemical Property of 1-(2-methoxy-2-oxoethyl)-3-methyl-1-phenylphospholanium bromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2-methoxy-2-oxoethyl)-3-methyl-1-phenylphospholanium bromide

There total 3 articles about 1-(2-methoxy-2-oxoethyl)-3-methyl-1-phenylphospholanium 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: 94.0%

bromoacetic acid methyl ester (96-32-2) + 3-methyl-1-phenylphospholane (24901-29-9,32721-26-9,32721-27-0,54932-28-4,57664-94-5) → 1-(2-methoxy-2-oxoethyl)-3-methyl-1-phenylphospholanium bromide (1192586-20-1)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1002/anie.200902525

Reference yield:

3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-phosphole-1-oxide (34868-22-9) → 1-(2-methoxy-2-oxoethyl)-3-methyl-1-phenylphospholanium bromide (1192586-20-1)

Guidance literature:

Multi-step reaction with 2 steps

1: trimethoxysilane / ⁽²⁾H₈-toluene / 1 h / 100 °C

2: tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

With trimethoxysilane; In tetrahydrofuran; ⁽²⁾H₈-toluene;

DOI:10.1002/chem.201301444

Reference yield:

3-Methyl-1-phenyl-2-phospholene 1-oxide (707-61-9) → 1-(2-methoxy-2-oxoethyl)-3-methyl-1-phenylphospholanium bromide (1192586-20-1)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium 10% on activated carbon; hydrogen / methanol; dichloromethane / 48 h / 20 °C

2: trimethoxysilane / ⁽²⁾H₈-toluene / 1 h / 100 °C

3: tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

With trimethoxysilane; palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; dichloromethane; ⁽²⁾H₈-toluene;

DOI:10.1002/chem.201301444

upstream raw materials:

bromoacetic acid methyl ester

3-methyl-1-phenylphospholane

3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-phosphole-1-oxide

3-Methyl-1-phenyl-2-phospholene 1-oxide

Downstream raw materials:

methyl (2Z)-3-phenylprop-2-enoate

Methyl cinnamate

Refernces

• 1、 O'Brien, Christopher J.,Tellez, Jennifer L.,Nixon, Zachary S.,Kang, Lauren J.,Carter, Andra L.,Kunkel, Stephen R.,Przeworski, Katherine C.,Chass, Gregory A.. "Recycling the waste: The development of a catalytic wittig reaction". supporting information; experimental part. p. 6836 - 6839. Retrieved 2009/12/28.