Methyl 5-formylisoxazole-3-carboxylate

Base Information

• Chemical Name: Methyl 5-formylisoxazole-3-carboxylate
• CAS No.: 22667-21-6
• Molecular Formula: C₆H₅NO₄
• Molecular Weight: 155.11
• Hs Code.: 2934999090
• Mol file: 22667-21-6.mol

Synonyms:methyl 5-formyl-1,2-oxazole-3-carboxylate;3-isoxazolecarboxylic acid, 5-formyl-, methyl ester;

Chemical Property of Methyl 5-formylisoxazole-3-carboxylate

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 72-73 ºC
• Refractive Index: 1.524
• Boiling Point: 306.397 °C at 760 mmHg
• PKA: -7.18±0.50(Predicted)
• Flash Point: 139.104 °C
• PSA: 69.40000
• Density: 1.349 g/cm³
• LogP: 0.27370

Purity/Quality:

99% ^*data from raw suppliers

Methyl5-Formylisoxazole-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 5-formylisoxazole-3-carboxylate

There total 4 articles about Methyl 5-formylisoxazole-3-carboxylate 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: 72.0%

methyl 5-(dibromomethyl)isoxazole-3-carboxylate → methyl 5-formylisoxazole-3-carboxylate (22667-21-6)

Guidance literature:

methyl 5-(dibromomethyl)isoxazole-3-carboxylate; With pyridine; at 100 ℃; for 1.5h;

With water; Further stages.;

DOI:10.1016/j.tet.2007.11.030

Reference yield: 67.0%

methyl 5-(hydroxymethyl)isoxazole-3-carboxylate (139297-55-5) → methyl 5-formylisoxazole-3-carboxylate (22667-21-6)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1021/jm991059n

Reference yield:

methyl 5-(tetrahydro-2H-pyran-2-yloxymethyl)isoxazole-3-carboxylate (252769-66-7) → methyl 5-formylisoxazole-3-carboxylate (22667-21-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / Amberlite H-15 / methanol / 5 h / 50 °C

2: 67 percent / pyridinium chlorochromate / CH₂Cl₂ / 5 h / 20 °C

With Amberlite H-15; pyridinium chlorochromate; In methanol; dichloromethane; 1: Hydrolysis / 2: Oxidation;

DOI:10.1021/jm991059n

upstream raw materials:

methyl 5-(hydroxymethyl)isoxazole-3-carboxylate

methyl 5-(tetrahydro-2H-pyran-2-yloxymethyl)isoxazole-3-carboxylate

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