Phthalic acid, benzyl methyl ester

Base Information

• Chemical Name: Phthalic acid, benzyl methyl ester
• CAS No.: 1225-85-0
• Molecular Formula: C16H14O4
• Molecular Weight: 270.285
• UNII: ZQ8UF87PT3
• Nikkaji Number: J46.710C
• Wikidata: Q63391648
• Mol file: 1225-85-0.mol

Synonyms:Phthalic acid, benzyl methyl ester;ZQ8UF87PT3;BENZYL METHYL PHTHALATE;SCHEMBL3820448;AKKMBTJVARDPMB-UHFFFAOYSA-N;AKOS007846667;Phthalic acid 1-benzyl 2-methyl ester;1,2-BENZENEDICARBOXYLIC ACID BENZYL METHYLESTER;Q63391648;1-METHYL 2-(PHENYLMETHYL) 1,2-BENZENEDICARBOXYLATE;1,2-BENZENEDICARBOXYLIC ACID, 1-METHYL 2-(PHENYLMETHYL) ESTER;1225-85-0

Chemical Property of Phthalic acid, benzyl methyl ester

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 270.08920892
• Heavy Atom Count: 20
• Complexity: 333

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1C(=O)OCC2=CC=CC=C2

Technology Process of Phthalic acid, benzyl methyl ester

There total 10 articles about Phthalic acid, benzyl methyl ester 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: 80.0%

1-methoxy-1,3-butadiene (10034-09-0) + (S)-1-Benzyl 4-methyl 2-p-tolylsulfinylmaleate (148871-72-1) → Benzyl methyl phthalate (1225-85-0)

Guidance literature:

In dichloromethane; at 40 ℃; for 72h;

DOI:10.1021/jo00085a043

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + o-(benzyloxycarbonyl)benzoic acid (2528-16-7) → Benzyl methyl phthalate (1225-85-0)

Guidance literature:

DOI:10.1021/jo00323a004

Reference yield:

Benzyl acetate (140-11-4) → Benzyl methyl phthalate (1225-85-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 67 percent / (i-Pr)2NMgBr / diethyl ether / 1 h / Ambient temperature

2: Et₃N, pyrrolidine / dimethylformamide; H₂O / 8 h / 0 °C

3: NaHCO₃, molecular sieves 4A / dimethylformamide / 4 h / Ambient temperature

4: 80 percent / CH₂Cl₂ / 72 h / 40 °C

With pyrrolidine; bromomagnesium diisopropylamide; 4 A molecular sieve; sodium hydrogencarbonate; triethylamine; In diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jo00085a043

upstream raw materials:

diazomethane

o-(benzyloxycarbonyl)benzoic acid

1-methoxy-1,3-butadiene

(S)-1-Benzyl 4-methyl 2-p-tolylsulfinylmaleate

Downstream raw materials:

Monomethyl phthalate

Refernces

• 1、 Alonso, Ines,Carretero, Juan C.,Ruano, Jose L. Garcia. "Benzyl Methyl (S)-2-(p-Tolylsulfinyl)maleate, an Efficient Dienophile in Asymmetric Diels-Alder Reactions". . p. 1499 - 1508. Retrieved 2007/10/02.