Diethyl benzyl(fluoro)propanedioate

Base Information

• Chemical Name: Diethyl benzyl(fluoro)propanedioate
• CAS No.: 1578-79-6
• Molecular Formula: C14H17FO4
• Molecular Weight: 268.285
• DSSTox Substance ID: DTXSID30516765
• Nikkaji Number: J997.896H
• Wikidata: Q82378326
• Mol file: 1578-79-6.mol

Synonyms:Diethyl benzyl(fluoro)propanedioate;1578-79-6;DTXSID30516765

Chemical Property of Diethyl benzyl(fluoro)propanedioate

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 268.11108718
• Heavy Atom Count: 19
• Complexity: 293

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=CC=CC=C1)(C(=O)OCC)F

Technology Process of Diethyl benzyl(fluoro)propanedioate

There total 5 articles about Diethyl benzyl(fluoro)propanedioate 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: 82.0%

diethyl 2-benzylmalonate (607-81-8) → diethyl 2-benzyl-2-fluoromalonate (1578-79-6)

Guidance literature:

With potassium perchlorate; fluorosulphonic acid; sodium hydride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(98)01687-6

Reference yield: 70.0%

fluoromalonic acid diethyl ester (685-88-1) + benzyl 2,3,4,5,6-pentafluorobenzoate (104856-46-4) → diethyl 2-benzyl-2-fluoromalonate (1578-79-6)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; In toluene; at 80 ℃; for 18h; Glovebox;

DOI:10.1021/acs.orglett.9b03475

Reference yield: 40.0%

Natrium-benzylmalonsaeure-diaethylester (35472-53-8) → diethyl 2-benzyl-2-fluoromalonate (1578-79-6)

Guidance literature:

With xenon difluoride; dimethylsulfide; boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃;

DOI:10.1016/S0022-1139(00)81611-5

upstream raw materials:

Natrium-benzylmalonsaeure-diaethylester

diethyl 2-benzylmalonate

fluoromalonic acid diethyl ester

benzyl 2,3,4,5,6-pentafluorobenzoate

Downstream raw materials:

(±)-2-fluoro-3-phenylpropanoic acid

2-Benzyl-2-fluoro-propane-1,3-diol

ethyl 2-fluoro-3-phenylpropanoate

2-(4-fluoro-5-phenylpentyl)anisole