METHYL 4 4-DIMETHOXYBUTYRATE 97

Base Information

• Chemical Name: METHYL 4 4-DIMETHOXYBUTYRATE 97
• CAS No.: 4220-66-0
• Molecular Formula: C7H14O4
• Molecular Weight: 162.186
• Hs Code.: 2918990090
• Mol file: 4220-66-0.mol

Synonyms:4,4-Dimethoxybutyric acid methyl ester;Methyl 4,4-dimethoxybutanoate;Methyl 4,4-dimethoxybutyrate;

Chemical Property of METHYL 4 4-DIMETHOXYBUTYRATE 97

Chemical Property:

• Appearance/Colour: Liquid
• Vapor Pressure: 0.505mmHg at 25°C
• Refractive Index: n20/D 1.417(lit.)
• Boiling Point: 191.8 °C at 760 mmHg
• Flash Point: 71.5 °C
• PSA: 44.76000
• Density: 1.009 g/cm³
• LogP: 0.55850
• Solubility.: Dichloromethane

Purity/Quality:

99% ^*data from raw suppliers

4,4-DimethoxybutanoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 4,4-Dimethoxybutanoic Acid Methyl Ester (cas# 4220-66-0) is a compound useful in organic synthesis.

Technology Process of METHYL 4 4-DIMETHOXYBUTYRATE 97

There total 2 articles about METHYL 4 4-DIMETHOXYBUTYRATE 97 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:

furan (110-00-9) + methanol (67-56-1) → methyl 4,4-dimethoxybutanoate (4220-66-0) + (2R,5S)-2,5-Dimethoxy-2,5-dihydro-furan (5143-07-7) + (2S,5S)-2,5-Dimethoxy-2,5-dihydro-furan (5143-07-7,5143-08-8,57378-88-8,98302-20-6,332-77-4)

Guidance literature:

With sodium cyanide; at 20 ℃; electrooxidation;

DOI:10.1246/bcsj.60.229

Reference yield:

furan (110-00-9) + sodium cyanide (143-33-9,25596-52-5) → methyl 4,4-dimethoxybutanoate (4220-66-0) + (2R,5S)-2,5-Dimethoxy-2,5-dihydro-furan (5143-07-7) + (2S,5S)-2,5-Dimethoxy-2,5-dihydro-furan (5143-07-7,5143-08-8,57378-88-8,98302-20-6,332-77-4)

Guidance literature:

In methanol; at 20 ℃; electrooxidation;

DOI:10.1246/bcsj.60.229

Reference yield: 100.0%

methyl 4,4-dimethoxybutanoate (4220-66-0) → 4-oxobutanoic acid methyl ester (13865-19-5)

Guidance literature:

With acetic acid; In methanol; water; at 70 ℃; for 0.5h;

DOI:10.1246/cl.1982.23

upstream raw materials:

furan

methanol

sodium cyanide

Downstream raw materials:

4-oxobutanoic acid methyl ester

4,4-dimethoxybutan-1-oic acid

4-hydroxybutanal dimethyl acetal

N-Benzyl-4,4-dimethoxy-N-methyl-butyramide

Refernces

A New Synthesis of (Z)-13-Eicosen-10-one and (Z)-12-Nonadecen-9-one, the Pheromones of Peach Fruit Moth

10.1246/bcsj.55.3047

The research describes a new and simple synthesis method for (Z)-13-eicosen-10-one and (Z)-12-nonadecen-9-one, which are pheromones of the Japanese peach fruit moth. The synthesis process starts with 1-(p-tolylsulfonyl)nonane and 1-(p-tolylsulfonyl)octane. These compounds are condensed with methyl 4,4-dimethoxybutanoate using lithium diisopropylamide (LDA) to form sulfones. The sulfones are then treated with aluminum amalgam in aqueous tetrahydrofuran (THF) to yield dimethoxy ketones. These ketones are subsequently acidified with hydrochloric acid to form oxo aldehydes. Finally, a salt-free Wittig reaction using heptyltriphenylphosphonium bromide and sodium amide is employed to produce the desired pheromones. The method is advantageous due to its simplicity, short process, and relatively good yield compared to other reported methods.