Ethyl 5-acetyl-2-ethoxybenzoate

Base Information

• Chemical Name: Ethyl 5-acetyl-2-ethoxybenzoate
• CAS No.: 216143-90-7
• Molecular Formula: C13H16 O4
• Molecular Weight: 236.268
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID60407814
• Nikkaji Number: J1.908.556B
• Wikidata: Q82213156
• Mol file: 216143-90-7.mol

Synonyms:ethyl 5-acetyl-2-ethoxybenzoate;216143-90-7;ETHYL5-ACETYL-2-ETHOXYBENZOATE;5-acetyl-2-ethoxy-benzoic acid ethyl ester;SCHEMBL4730758;DTXSID60407814;YXLALZDDWWTPFS-UHFFFAOYSA-N;AKOS024318937;BS-23560;FT-0626115

Chemical Property of Ethyl 5-acetyl-2-ethoxybenzoate

Chemical Property:

• Vapor Pressure: 1.89E-05mmHg at 25°C
• Melting Point: 51-52°C
• Refractive Index: 1.504
• Boiling Point: 362.7°C at 760 mmHg
• Flash Point: 160°C
• PSA: 52.60000
• Density: 1.094g/cm³
• LogP: 2.46460
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 236.10485899
• Heavy Atom Count: 17
• Complexity: 275

Purity/Quality:

98%Min ^*data from raw suppliers

4-ETHOXY-3-ETHOXYCARBONYL ACETOPHENONE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=C(C=C(C=C1)C(=O)C)C(=O)OCC

Technology Process of Ethyl 5-acetyl-2-ethoxybenzoate

There total 2 articles about Ethyl 5-acetyl-2-ethoxybenzoate 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:

ethyl 2-ethoxybenzoate (6290-24-0) + acetic anhydride (108-24-7) → ethyl acetylsalicylate (529-68-0) + ethyl 5-acetyl-2-ethoxybenzoate (216143-90-7)

Guidance literature:

With Hβ zeolite (Si:Al 12.5); for 6h; Further Variations:; Reagents; Product distribution; Heating;

DOI:10.1039/b301260c

Reference yield:

5-acetylsalicylic acid (13110-96-8) + ethyl iodide (75-03-6) → ethyl 5-acetyl-2-ethoxybenzoate (216143-90-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

Reference yield: 93.0%

trimethyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-1-yn-1-yl)silane (129217-85-2) + ethyl 5-acetyl-2-ethoxybenzoate (216143-90-7) → (R)-ethyl 5-(2-hydroxy-5-(trimethylsilyl)pent-4-yn-2-yl)-2-ethoxybenzoate (1312791-20-0)

Guidance literature:

With copper (II) isobutyrate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; lithium tert-butoxide; In tetrahydrofuran; at -62 ℃; for 16h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ja2028958

upstream raw materials:

ethyl 2-ethoxybenzoate

acetic anhydride

5-acetylsalicylic acid

ethyl iodide

Downstream raw materials:

ethyl 5-(acetyloxy)-2-ethoxybenzoate

(R)-ethyl 5-(2-hydroxy-5-(trimethylsilyl)pent-4-yn-2-yl)-2-ethoxybenzoate

Refernces

• 1、 Smith, Keith,El-Hiti, Gamal A.,Jayne, Anthony J.,Butters, Michael. "Acetylation of aromatic ethers using acetic anhydride over solid acid catalysts in a solvent-free system. Scope of the reaction for substituted ethers". . p. 1560 - 1564. Retrieved 2007/10/03.