Tert-butyl 3-(4-methoxyphenyl)-2,3-dioxopropanoate

Base Information

• Chemical Name: Tert-butyl 3-(4-methoxyphenyl)-2,3-dioxopropanoate
• CAS No.: 138714-55-3
• Molecular Formula: C14H16O5
• Molecular Weight: 264.27
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID90567233
• Mol file: 138714-55-3.mol

Synonyms:138714-55-3;tert-butyl 3-(4-methoxyphenyl)-2,3-dioxopropanoate;3-(4-METHOXY-PHENYL)-2,3-DIOXO-PROPIONIC ACID TERT-BUTYL ESTER;DTXSID90567233

Chemical Property of Tert-butyl 3-(4-methoxyphenyl)-2,3-dioxopropanoate

Chemical Property:

• Boiling Point: 379.3±44.0 °C(Predicted)
• PSA: 69.67000
• Density: 1.158±0.06 g/cm3(Predicted)
• LogP: 1.78870
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 264.09977361
• Heavy Atom Count: 19
• Complexity: 359

Purity/Quality:

99.0%min ^*data from raw suppliers

3-(4-METHOXY-PHENYL)-2,3-DIOXO-PROPIONIC ACID TERT-BUTYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C(=O)C(=O)C1=CC=C(C=C1)OC

Technology Process of Tert-butyl 3-(4-methoxyphenyl)-2,3-dioxopropanoate

There total 7 articles about Tert-butyl 3-(4-methoxyphenyl)-2,3-dioxopropanoate 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: 63.0%

3-(4-Methoxy-phenyl)-3-oxo-2-(triphenyl-λ5-phosphanylidene)-propionic acid tert-butyl ester (138732-30-6) → t-butyl 2,3-dioxo-3-(4-methoxyphenyl)propionate (138714-55-3)

Guidance literature:

With Oxone; In tetrahydrofuran; water; at 25 ℃; for 2h;

Reference yield:

(tert-Butoxycarbonylmethylene)triphenylphosphorane (86302-43-4,35000-38-5) → t-butyl 2,3-dioxo-3-(4-methoxyphenyl)propionate (138714-55-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / bis(trimethylsilyl)acetamide / benzene / 2 h / 25 °C

2: 63 percent / Oxone / tetrahydrofuran; H₂O / 2 h / 25 °C

With Oxone; bis-(trimethylsilyl)acetamide; In tetrahydrofuran; water; benzene;

Reference yield:

tert-Butyl chloroacetate (107-59-5) → t-butyl 2,3-dioxo-3-(4-methoxyphenyl)propionate (138714-55-3)

Guidance literature:

Multi-step reaction with 4 steps

1: benzene / 48 h / Heating

2: 90 percent / potassium hydroxide / H₂O / 0.08 h / 0 °C

3: 78 percent / bis(trimethylsilyl)acetamide / benzene / 2 h / 25 °C

4: 63 percent / Oxone / tetrahydrofuran; H₂O / 2 h / 25 °C

With Oxone; potassium hydroxide; bis-(trimethylsilyl)acetamide; In tetrahydrofuran; water; benzene;

upstream raw materials:

3-(4-Methoxy-phenyl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-propionic acid tert-butyl ester

tert-Butyl chloroacetate

(tert-Butoxycarbonylmethylene)triphenylphosphorane

(tert-butyloxycarbonylmethyl)triphenylphosphonium chloride

Downstream raw materials:

1-Benzyl-4-isopropyl-2-(4-methoxy-phenyl)-3-oxo-2,3-dihydro-1H-pyrrole-2-carboxylic acid tert-butyl ester