DIETHYL 2-HYDROXYMALONATE

Base Information

• Chemical Name: DIETHYL 2-HYDROXYMALONATE
• CAS No.: 13937-08-1
• Molecular Formula: C7H12O5
• Molecular Weight: 176.169
• Hs Code.: 2918199090
• Mol file: 13937-08-1.mol

Synonyms:Propanedioicacid, hydroxy-, diethyl ester (9CI);Tartronic acid, diethyl ester (7CI,8CI);2-Hydroxymalonic acid diethyl ester;Diethyl hydroxymalonate;Diethyltartronate;

Chemical Property of DIETHYL 2-HYDROXYMALONATE

Chemical Property:

• Vapor Pressure: 0.0194mmHg at 25°C
• Melting Point: -2.5°C
• Refractive Index: 1.443
• Boiling Point: 223.5 °C at 760 mmHg
• Flash Point: 87.7 °C
• PSA: 72.83000
• Density: 1.182 g/cm³
• LogP: -0.52650
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Diethyl 2-hydroxymalonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DIETHYL 2-HYDROXYMALONATE

There total 1 articles about DIETHYL 2-HYDROXYMALONATE 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: 88.0%

N-phenylpyrrolidine (4096-21-3) + Diethyl ketomalonate (609-09-6) → diethyl 2-hydroxy-2-(1-phenyl-1H-pyrrol-3-yl)malonate + 2-hydroxy-malonic acid diethyl ester (13937-08-1)

Guidance literature:

With sodium dihydrogenphosphate; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; In dimethyl sulfoxide; at 20 ℃; Irradiation;

DOI:10.1021/acs.joc.0c00459

Reference yield: 86.0%

3-benzoyl-5-bromopyridine-2-carboxylic acid (96464-20-9) + 2-hydroxy-malonic acid diethyl ester (13937-08-1) → 3-bromo-8-oxo-5-phenyl-8H-pyrano[3,4-b]pyridine-6-carboxylic acid

Guidance literature:

3-benzoyl-5-bromopyridine-2-carboxylic acid; With thionyl chloride; In N,N-dimethyl-formamide; toluene; at 20 - 60 ℃; for 2h;

2-hydroxy-malonic acid diethyl ester; With pyridine; In acetonitrile; at 0 ℃; for 2h;

With hydrogenchloride; acetic acid; In water; at 80 ℃; for 24h; Reflux;

DOI:10.1016/j.bmcl.2017.05.048

Reference yield: 63.0%

2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide (97614-44-3) + 2-hydroxy-malonic acid diethyl ester (13937-08-1) → 3,5-bis-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose + 3,5-bis-O-benzoyl-2-deoxy-1-O-(2-diethylmalonyl)-2-fluoro-α-D-arabino-pentofuranose

Guidance literature:

molecular sieve; tin(IV) chloride; In acetonitrile; at 0 - 40 ℃; for 0.75h;

DOI:10.1016/S0040-4020(98)00460-8

upstream raw materials:

N-phenylpyrrolidine

Diethyl ketomalonate

Downstream raw materials:

hydroxymalonic acid bis-((S)-1-methyl-2-phenyl-ethylamide)

Diethyl ketomalonate

diethyl 5,6-dihydro-5-hydroxy-5-(4-methylphenyl)-8-oxo-8H-pyrano[3,4-b]pyridine-6,6-dicarboxylate

2-aminopyrimidine-4,6-diol

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