METHYL 2,4-DIOXO-4-PHENYLBUTANOATE

Base Information

• Chemical Name: METHYL 2,4-DIOXO-4-PHENYLBUTANOATE
• CAS No.: 20577-73-5
• Molecular Formula: C11H10O4
• Molecular Weight: 206.198
• Hs Code.: 2918300090
• Mol file: 20577-73-5.mol

Synonyms:Methyl 2,4-dioxo-4-phenylbutanoate;Methyl 4-hydroxy-2-oxo-4-phenyl-but-3-enoate;

Chemical Property of METHYL 2,4-DIOXO-4-PHENYLBUTANOATE

Chemical Property:

• Vapor Pressure: 2.89E-05mmHg at 25°C
• Melting Point: 59-60 °C
• Refractive Index: 1.56
• Boiling Point: 335.6 °C at 760 mmHg
• PKA: 5.95±0.23(Predicted)
• Flash Point: 149 °C
• PSA: 60.44000
• Density: 1.205 g/cm³
• LogP: 1.00150
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chlroform (Slightly), DMSO (Slightly)

Purity/Quality:

98%min ^*data from raw suppliers

Methyl2,4-Dioxo-4-phenylbutanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 2,4-Dioxo-4-phenylbutanoate can be used for antimicrobial activity.

Technology Process of METHYL 2,4-DIOXO-4-PHENYLBUTANOATE

There total 10 articles about METHYL 2,4-DIOXO-4-PHENYLBUTANOATE 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: 86.0%

Dimethyl oxalate (553-90-2) + acetophenone (98-86-2) → methyl 4-phenyl-2,4-dioxobutanoate (20577-73-5)

Guidance literature:

acetophenone; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.75h; Inert atmosphere;

Dimethyl oxalate; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.5b01913

Reference yield: 66.0%

→ methyl 4-phenyl-2,4-dioxobutanoate (20577-73-5)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

Reference yield: 65.0%

methanol (67-56-1) + acetophenone (98-86-2) + oxalic acid diethyl ester (95-92-1) → methyl 4-phenyl-2,4-dioxobutanoate (20577-73-5)

Guidance literature:

With sodium; In methanol; at 0 - 10 ℃; for 1h;

DOI:10.1007/s00044-019-02388-4

upstream raw materials:

acetophenone

oxalic acid diethyl ester

5-phenyl-2-methoxyfurane

Dimethyl oxalate

Downstream raw materials:

6,7-dimethoxy-3-(2-oxo-2-phenyl-ethyl)-benzo[1,4]oxazin-2-one

(Z)-3-(2-oxo-2-phenylethylidene)-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-one

methyl 5-phenylisoxazole-3-carboxylate

α-Hydroxy-β-benzoyl-γ-phenyl-Δ^α,β-butenolid

Refernces

• 1、 Ye, Jiqing,Lin, Lin,Xu, Jinyi,Chan, Paul Kay-Sheung,Yang, Xiao,Ma, Cong. "Design, synthesis, biological evaluation and in silico studies of pyrazole‐based nh2‐acyl oseltamivir analogues as potent neuraminidase inhibitors". . . Retrieved 2021/05/05.
• 2、 -. "Synthetic method of OLED material intermediate benzoyl pyrimidine compound". Paragraph 0090; 0091. . Retrieved 2018/07/15.