2-Propenoic acid, 3-(2-naphthalenyl)-, ethyl ester

Base Information

• Chemical Name: 2-Propenoic acid, 3-(2-naphthalenyl)-, ethyl ester
• CAS No.: 19661-27-9
• Molecular Formula: C15H14O2
• Molecular Weight: 226.275
• DSSTox Substance ID: DTXSID00403456
• Mol file: 19661-27-9.mol

Synonyms:2-Propenoic acid, 3-(2-naphthalenyl)-, ethyl ester;19661-27-9;DTXSID00403456;ethyl beta-(2-naphthyl)-acrylate;VARFCVWJZNTTAQ-UHFFFAOYSA-N;ethyl 3-(2-naphthyl)-2-propenoate

Chemical Property of 2-Propenoic acid, 3-(2-naphthalenyl)-, ethyl ester

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 226.099379685
• Heavy Atom Count: 17
• Complexity: 283

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=CC1=CC2=CC=CC=C2C=C1

Technology Process of 2-Propenoic acid, 3-(2-naphthalenyl)-, ethyl ester

There total 1 articles about 2-Propenoic acid, 3-(2-naphthalenyl)-, ethyl 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: 61.0%

naphthalen-2-yl(4-methoxyphenyl)telluride (110333-91-0) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 3-(naphthalen-2-yl)acrylate (19661-27-9) + ethyl p-methoxycinnamate (24393-56-4,51507-22-3,1929-30-2)

Guidance literature:

With silver(I) acetate; triethylamine; palladium dichloride; In methanol; at 25 ℃; for 8h; stereoselective reaction;

DOI:10.1016/j.tetlet.2009.07.092

Reference yield: 100.0%

ethyl 3-(naphthalen-2-yl)acrylate (19661-27-9) → ethyl 3-(naphthalen-2-yl)propanoate (112598-96-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; Temperature; Time;

Reference yield: 92.0%

ethyl 3-(naphthalen-2-yl)acrylate (19661-27-9) + N-fluorobis(benzenesulfon)imide (133745-75-2) → ethyl 3-(naphthalen-2-yl)-3-(N-(phenylsulfonyl)phenylsulfonamido)propanoate

Guidance literature:

ethyl 3-(naphthalen-2-yl)acrylate; N-fluorobis(benzenesulfon)imide; With (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); In tetrahydrofuran; for 0.166667h; Inert atmosphere; Glovebox;

With 1,1,3,3-Tetramethyldisiloxane; In tetrahydrofuran; at 20 ℃; for 0.5h; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.202110178

upstream raw materials:

naphthalen-2-yl(4-methoxyphenyl)telluride

ethyl acrylate

Downstream raw materials:

ethyl 3-(naphthalen-2-yl)propanoate

3-(naphthalen-2-yl)propanal