(E)-Ethyl 4-ethoxy-3-methyl-2-oxobut-3-enoate

Base Information

• Chemical Name: (E)-Ethyl 4-ethoxy-3-methyl-2-oxobut-3-enoate
• CAS No.: 1071847-27-2
• Molecular Formula: C9H14O4
• Molecular Weight: 186.20506
• Mol file: 1071847-27-2.mol

Synonyms:(E)-Ethyl 4-ethoxy-3-Methyl-2-oxobut-3-enoate;(3E)-ethyl-4-ethoxy-3-Methyl-2-oxobut-3-enoate

Chemical Property of (E)-Ethyl 4-ethoxy-3-methyl-2-oxobut-3-enoate

Chemical Property:

• PSA: 52.60000
• LogP: 1.05890
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

(E)-Ethyl4-ethoxy-3-methyl-2-oxobut-3-enoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (E)-Ethyl 4-ethoxy-3-methyl-2-oxobut-3-enoate

There total 1 articles about (E)-Ethyl 4-ethoxy-3-methyl-2-oxobut-3-enoate 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: 86.0%

ethyl 1-propenyl ether (928-55-2) + Ethyl oxalyl chloride (4755-77-5) → (E)-ethyl 4-ethoxy-3-methyl-2-oxobut-3-enoate (1071847-27-2)

Guidance literature:

With triethylamine; In 1,4-dioxane; at 6.7 - 35 ℃; Product distribution / selectivity; Inert atmosphere;

Reference yield: 87.0%

(E)-ethyl 4-ethoxy-3-methyl-2-oxobut-3-enoate (1071847-27-2) + 3-amino-4-cyano-2H-pyrazole (16617-46-2) → ethyl 3-cyano-6-methylpyrazolo[1,5-a]pyrimidine-7-carboxylate (1438835-93-8)

Guidance literature:

In ethanol; for 10h; regioselective reaction; Reflux;

DOI:10.1055/s-0032-1318329

Reference yield:

(E)-ethyl 4-ethoxy-3-methyl-2-oxobut-3-enoate (1071847-27-2) → 3-cyano-5-methyl-1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid (1380740-72-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic acid / 20 h / 100 °C

2.1: aluminum (III) chloride / chlorobenzene / -10 - 120 °C / Industry scale

2.2: 2 h / 15 - 31 °C / Industry scale

2.3: 12.42 h / 15 - 25 °C / pH 2.8 / Industry scale

With aluminum (III) chloride; acetic acid; In chlorobenzene;

upstream raw materials:

ethyl 1-propenyl ether

Ethyl oxalyl chloride

Downstream raw materials:

3-cyano-5-methyl-1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid

ethyl 3-cyano-6-methylpyrazolo[1,5-a]pyrimidine-7-carboxylate

Refernces

• 1、 -. "PREPARATION OF SUBSTITUTED-4,5-DIHYDROPYRROLO[4,3,2-de][2,6]NAPHTHYRIDIN-3(1H)-ONES". Page/Page column 35-36. . Retrieved 2012/06/30.