Dimethyl 2-benzylidenebutanedioate

Base Information

• Chemical Name: Dimethyl 2-benzylidenebutanedioate
• CAS No.: 65859-90-7
• Molecular Formula: C13H14O4
• Molecular Weight: 234.252
• DSSTox Substance ID: DTXSID70405588
• Mol file: 65859-90-7.mol

Synonyms:Dimethyl 2-benzylidenebutanedioate;65859-90-7;DTXSID70405588

Chemical Property of Dimethyl 2-benzylidenebutanedioate

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 234.08920892
• Heavy Atom Count: 17
• Complexity: 301

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC(=CC1=CC=CC=C1)C(=O)OC

Technology Process of Dimethyl 2-benzylidenebutanedioate

There total 24 articles about Dimethyl 2-benzylidenebutanedioate 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: 100.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (E)-3-(methoxycarbonyl)-4-phenylbut-3-enoic acid (125702-14-9) → dimethyl (E)-benzylidenesuccinate (65859-90-7)

Guidance literature:

In diethyl ether; at 20 ℃; for 1h;

Reference yield: 94.0%

benzaldehyde (100-52-7) + dimethylfumarate (624-49-7) → dimethyl (E)-benzylidenesuccinate (65859-90-7)

Guidance literature:

With tributylphosphine; phenylsilane; In toluene; at 125 ℃; for 24h; stereoselective reaction; Sealed tube;

DOI:10.1021/acs.orglett.5b01352

Reference yield: 93.3%

benzyl bromide (100-39-0) + dimethylfumarate (624-49-7) → dimethyl (E)-benzylidenesuccinate (65859-90-7)

Guidance literature:

With tributylphosphine; caesium carbonate; In toluene; at 60 ℃; for 48h; Reagent/catalyst; Solvent; Catalytic behavior; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.1c01214

upstream raw materials:

methanol

trans-phenylitaconic acid

diazomethane

(E)-3-(methoxycarbonyl)-4-phenylbut-3-enoic acid

Downstream raw materials:

dimethyl 2-benzylsuccinate

2-Cyclohexylidene-3-[1-phenyl-meth-(E)-ylidene]-succinic acid 1-methyl ester

(2E,3E)-2-benzylidene-3-(methoxycarbonyl)-4-phenylbut-3-enoic acid

1-phenyl-propane-1,2,3-tricarboxylic acid