Dimethyl (4-hydroxy-2-butenyl) malonate

Base Information

• Chemical Name: Dimethyl (4-hydroxy-2-butenyl) malonate
• CAS No.: 79193-64-9
• Molecular Formula: C₉H₁₄O₅
• Molecular Weight: 202.207
• Mol file: 79193-64-9.mol

Synonyms:Propanedioicacid, (4-hydroxy-2-butenyl)-, dimethyl ester, (E)-; Propanedioic acid, [(2E)-4-hydroxy-2-butenyl]-,dimethyl ester (9CI)

Chemical Property of Dimethyl (4-hydroxy-2-butenyl) malonate

Chemical Property:

• PSA: 72.83000
• LogP: -0.11280

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Dimethyl (4-hydroxy-2-butenyl) malonate

There total 1 articles about Dimethyl (4-hydroxy-2-butenyl) malonate 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%

epoxybutene (930-22-3,62249-81-4) + malonic acid dimethyl ester (108-59-8) → dimethyl 2-(4-hydroxy-2-butenyl)malonate (79193-59-2,79193-64-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 25 ℃;

DOI:10.1021/ja00388a113

Reference yield: 92.0%

benzoyl chloride (98-88-4) + dimethyl 2-(4-hydroxy-2-butenyl)malonate (79193-59-2,79193-64-9) → C16H18O6

Guidance literature:

With dmap; In dichloromethane; for 1h;

DOI:10.1039/c1cc14573h

Reference yield:

benzoyl chloride (98-88-4) + dimethyl 2-(4-hydroxy-2-butenyl)malonate (79193-59-2,79193-64-9) → C21H24O8 + C21H24O8

Guidance literature:

Multi-step reaction with 2 steps

1: dmap / dichloromethane / 1 h

2: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

With dmap; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c1cc14573h

upstream raw materials:

epoxybutene

malonic acid dimethyl ester

Refernces

• 1、 Fernandez-Rivas, Carolina,Mendez, Maria,Nieto-Oberhuber, Cristina,Echavarren, Antonio M.. "Reaction of allylsilanes and allylstannanes with alkynes catalyzed by electrophilic late transition metal chlorides". . p. 5197 - 5201. Retrieved 2007/10/03.
• 2、 Trost, Barry M.,Molander, Gary A.. "Neutral Alkylations via Palladium(0) Catalysis". . p. 5969 - 5972. Retrieved 2007/10/02.