Hexanedioic acid, 3-oxo-, 6-ethyl 1-(phenylmethyl) ester

Base Information

• Chemical Name: Hexanedioic acid, 3-oxo-, 6-ethyl 1-(phenylmethyl) ester
• CAS No.: 59562-70-8
• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.305
• DSSTox Substance ID: DTXSID30477009
• Nikkaji Number: J1.864.631E
• Wikidata: Q82309039
• Mol file: 59562-70-8.mol

Synonyms:59562-70-8;Hexanedioic acid, 3-oxo-, 6-ethyl 1-(phenylmethyl) ester;DTXSID30477009

Chemical Property of Hexanedioic acid, 3-oxo-, 6-ethyl 1-(phenylmethyl) ester

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 278.11542367
• Heavy Atom Count: 20
• Complexity: 331

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCC(=O)CC(=O)OCC1=CC=CC=C1

Technology Process of Hexanedioic acid, 3-oxo-, 6-ethyl 1-(phenylmethyl) ester

There total 2 articles about Hexanedioic acid, 3-oxo-, 6-ethyl 1-(phenylmethyl) 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: 97.5%

diethyl 3-oxoadipate (7149-59-9) + benzyl alcohol (100-51-6,185532-71-2) → 1-benzyl 6-ethyl 3-oxohexanedioate (59562-70-8)

Guidance literature:

at 150 - 160 ℃; for 3h;

Reference yield:

→ 1-benzyl 6-ethyl 3-oxohexanedioate (59562-70-8)

Guidance literature:

9a, Transesterifizierung. (S.1938);

Reference yield:

1-benzyl 6-ethyl 3-oxohexanedioate (59562-70-8) → 3,3'-bis-(2-methoxycarbonyl-ethyl)-4,4'-bis-methoxycarbonylmethyl-1H,1'H-5,5'-methanediyl-bis-pyrrole-2-carboxylic acid dibenzyl ester (55305-15-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) sodium nitrite, 2.) zinc dust, ammonium acetate / 1) acetic acid. 15 - 20 deg C, 1 d; 2) acetic acid, 90 - 100 deg C, 0. 5 h

2: 1.) thallium(III) nitrate trihydrate, nitric acid / 1) 30 h; 2) 1 d

3: 80.1 percent / sulphuryl chloride / CH₂Cl₂ / 2 h

4: 44.0 g / sulphuric acid / CHCl₃ / 40 h / Ambient temperature

5: H₂ / Pd/C / methanol / 35 °C

6: 91.7 percent / sodium hydrogen carbonate, iodine, potassium iodide / CHCl₃ / 0.42 h / Heating

7: 91.4 percent / H₂, sodium acetate, / Pd/C / methanol

8: 0.9 g / toluene-p-sulphonic acid monohydrate / CH₂Cl₂ / 1.75 h / Ambient temperature

With ammonium acetate; sulfuryl dichloride; thallium(III) nitrate trihydrate; sulfuric acid; hydrogen; iodine; nitric acid; sodium acetate; sodium hydrogencarbonate; toluene-4-sulfonic acid; potassium iodide; zinc; sodium nitrite; palladium on activated charcoal; In methanol; dichloromethane; chloroform;

upstream raw materials:

diethyl 3-oxoadipate

benzyl alcohol

Downstream raw materials:

2-hydroxyimino-3-oxo-adipic acid-6-ethyl ester-1-benzyl ester

benzyl 4-acetyl-3-(2-ethoxycarbonylethyl)-5-methylpyrrole-2-carboxylate

3-(2-ethoxycarbonyl-ethyl)-4-oxo-4,5,6,7-tetrahydro-1H-indole-2-carboxylic acid benzyl ester

4-(cyano-methyl-methyl)-3-(2-ethoxycarbonyl-ethyl)-5-methyl-1H-pyrrole-2-carboxylic acid benzyl ester

Refernces