Diethyl formylsuccinate diethyl acetal

Base Information

• Chemical Name: Diethyl formylsuccinate diethyl acetal
• CAS No.: 70145-29-8
• Molecular Formula: C13H24O6
• Molecular Weight: 276.33
• NSC Number: 221185
• DSSTox Substance ID: DTXSID101346111
• Nikkaji Number: J46.254C
• Mol file: 70145-29-8.mol

Synonyms:Diethyl formylsuccinate diethyl acetal;70145-29-8;BRN 1797598;Succinic acid, formyl-, diethyl ester, diethylacetal;4-03-00-01819 (Beilstein Handbook Reference);DTXSID101346111;WLN: 2OYO2&YVO2&1VO2;NSC221185;NSC 221185;NSC-221185;DIETHYL 2-(DIETHOXYMETHYL)SUCCINATE;Succinic acid, diethyl ester, diethylacetal

Chemical Property of Diethyl formylsuccinate diethyl acetal

Chemical Property:

• Vapor Pressure: 0.000108mmHg at 25°C
• Boiling Point: 337°Cat760mmHg
• Flash Point: 143.6°C
• Density: 1.048g/cm³
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 12
• Exact Mass: 276.15728848
• Heavy Atom Count: 19
• Complexity: 260

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(C(CC(=O)OCC)C(=O)OCC)OCC

Technology Process of Diethyl formylsuccinate diethyl acetal

There total 5 articles about Diethyl formylsuccinate diethyl acetal 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: 94.0%

2,2-diethoxy acetic acid (20461-86-3) + Diethyl maleate (141-05-9) → diethyl 2-(diethoxymethyl)succinate (70145-29-8)

Guidance literature:

With dipotassium hydrogenphosphate; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Inert atmosphere; Schlenk technique; Irradiation;

DOI:10.1039/c7cc06252d

Reference yield:

orthoformic acid triethyl ester (122-51-0) + diethyl 2-formylbutanedioate (5472-38-8) → diethyl 2-(diethoxymethyl)succinate (70145-29-8)

Guidance literature:

With ethanol; sulfuric acid;

DOI:10.1021/jo01375a017

Reference yield:

Ethyl diethoxyacetate (6065-82-3) → diethyl 2-(diethoxymethyl)succinate (70145-29-8)

Guidance literature:

Multi-step reaction with 2 steps

1: water

2: [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; dipotassium hydrogenphosphate / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere; Schlenk technique; Irradiation

With dipotassium hydrogenphosphate; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; water; In N,N-dimethyl-formamide; 2: |Michael Addition;

DOI:10.1039/c7cc06252d

upstream raw materials:

orthoformic acid triethyl ester

diethyl 2-formylbutanedioate

ethanol

2,2-diethoxy acetic acid

Downstream raw materials:

diethyl 2-formyl-3-(diethoxymethyl)succinate

1-phenylpyrrole-3,4-dicarboxylic acid diethyl ester

1-fenilpirrolo-3,4-dicarbossilico

diethyl pyrrole-3,4-dicarboxylate

Refernces