ethyl 3-hydroxy-2-methylenebutanoate

Base Information

• Chemical Name: ethyl 3-hydroxy-2-methylenebutanoate
• CAS No.: 98837-34-4
• Molecular Formula: C₇H₁₂O₃
• Molecular Weight: 144.17
• Mol file: 98837-34-4.mol

Synonyms:

Chemical Property of ethyl 3-hydroxy-2-methylenebutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-hydroxy-2-methylenebutanoate

There total 4 articles about ethyl 3-hydroxy-2-methylenebutanoate 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: 68.0%

Ethyl tiglate (5837-78-5,55514-48-2) → ethyl 3-hydroxy-2-methylenebutanoate (98837-34-4,130196-00-8,19362-99-3) + 2-(1-Hydroxy-ethyl)-oxirane-2-carboxylic acid ethyl ester (100841-15-4,100858-09-1)

Guidance literature:

With titanium(IV) isopropylate; oxygen; 5,15,10,20-tetraphenylporphyrin; In dichloromethane; at 0 ℃; Irradiation;

DOI:10.1016/S0040-4039(00)84656-0

Reference yield: 68.0%

ethyl 3-hydroperoxy-2-methylenebutanoate (100841-11-0) → ethyl 3-hydroxy-2-methylenebutanoate (98837-34-4,130196-00-8,19362-99-3) + (R)-2-((S)-1-Hydroxy-ethyl)-oxirane-2-carboxylic acid ethyl ester (100841-15-4,100858-09-1)

Guidance literature:

With titanium(IV) isopropylate; In dichloromethane; at 0 ℃; Title compound not separated from byproducts;

Reference yield: 25.0%

Ethyl tiglate (5837-78-5,55514-48-2) → ethyl 3-hydroxy-2-methylenebutanoate (98837-34-4,130196-00-8,19362-99-3) + (R*,S*)-2-(1-Hydroxyethyl)oxiranecarboxylate (100841-15-4) + (R*,R*)-2-(1-Hydroxyethyl)oxiranecarboxylate (100858-09-1)

Guidance literature:

With oxygen; 5,15,10,20-tetraphenylporphyrin; titanium(IV) isopropylate; In dichloromethane; at 0 ℃; for 68h; Yields of byproduct given; Irradiation;

DOI:10.1021/ja00183a032

upstream raw materials:

Ethyl tiglate

ethyl 3-hydroperoxy-2-methylenebutanoate

Downstream raw materials:

4-(1-hydroxyethyl)-3-pyrazolidinone

ethyl 4-cyanobenzoate

benzoic acid ethyl ester

ethyl 3-cyanobenzoate

Refernces

• 1、 Adam, Waldemar,Griesbeck, Axel,Staab, Eugen. "A CONVENIENT "ONE-POT" SYNTHESIS OF EPOXY ALCOHOLS VIA PHOTOOXYGENATION OF OLEFINS IN THE PRESENCE OF TITANIUM(IV) CATALYST". . p. 2839 - 2842. Retrieved 2007/10/02.