2-Butenoic acid, 3-(2-naphthalenyl)-, (2E)-

Base Information

• Chemical Name: 2-Butenoic acid, 3-(2-naphthalenyl)-, (2E)-
• CAS No.: 565190-69-4
• Molecular Formula: C14H12O2
• Molecular Weight: 212.248
• Mol file: 565190-69-4.mol

Synonyms:3-(naphthalen-2-yl)-but-2(E)-enoic acid;(E)-3-(naphthalen-2-yl)but-2-enoic acid;3-(naphthalen-1-ylimino)indolin-2-one;3-(1-naphthylimino)-1,3-dihydro-indol-2-one;

Chemical Property of 2-Butenoic acid, 3-(2-naphthalenyl)-, (2E)-

Chemical Property:

• PSA: 37.30000
• LogP: 3.32770

Purity/Quality:

≥95% ^*data from raw suppliers

(2E)-3-(2-Naphthalenyl)-2-butenoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Butenoic acid, 3-(2-naphthalenyl)-, (2E)-

There total 3 articles about 2-Butenoic acid, 3-(2-naphthalenyl)-, (2E)- 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: 94.0%

ethyl (E)-3-(naphthalen-2-yl)but-2-enoate (81826-91-7) → 3-(naphthalen-2-yl)-but-2(E)-enoic acid (565190-69-4)

Guidance literature:

With sodium hydroxide; In ethanol; water;

DOI:10.1021/acs.orglett.9b00729

Reference yield:

methyl 2-naphthyl ketone (93-08-3) → 3-(naphthalen-2-yl)-but-2(E)-enoic acid (565190-69-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 60 °C

2: sodium hydroxide / ethanol; water / 60 °C

With sodium hydride; sodium hydroxide; In tetrahydrofuran; ethanol; water; mineral oil;

DOI:10.1039/c3ob41408f

Reference yield:

methyl (E)-3-(naphthalen-2-yl)-but-2-enoate (212078-20-1) → 3-(naphthalen-2-yl)-but-2(E)-enoic acid (565190-69-4)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1016/S0960-894X(03)00101-X

upstream raw materials:

methyl (E)-3-(naphthalen-2-yl)-but-2-enoate

methyl 2-naphthyl ketone

ethyl (E)-3-(naphthalen-2-yl)but-2-enoate

Downstream raw materials:

N-(2-carbomethoxyphenyl)-3-(naphthalen-2-yl)-but-2(E)-enamide

2-[[(2E)-3-(2-naphthalenyl)-1-oxo-2-butenyl-1-yl]amino]benzoic acid

Refernces

• 1、 Clarasó, Carlota,Vicens, Laia,Polo, Alfonso,Costas, Miquel. "Enantioselective epoxidation of β,β-disubstituted enamides with a manganese catalyst and aqueous hydrogen peroxide". . p. 2430 - 2435. Retrieved 2019/03/29.
• 2、 Metternich, Jan B.,Gilmour, Ryan. "One Photocatalyst, n Activation Modes Strategy for Cascade Catalysis: Emulating Coumarin Biosynthesis with (-)-Riboflavin". supporting information. p. 1040 - 1045. Retrieved 2016/02/05.