ETHYL 2-HYDROXY-2-(TRIFLUOROMETHYL)-4-METHYLPENT-4-ENOATE 97

Base Information

• Chemical Name: ETHYL 2-HYDROXY-2-(TRIFLUOROMETHYL)-4-METHYLPENT-4-ENOATE 97
• CAS No.: 217195-91-0
• Molecular Formula: C9H13F3O3
• Molecular Weight: 226.196
• Hs Code.: 2918199090
• Mol file: 217195-91-0.mol

Synonyms:Ethyl 2-hydroxy-4-methyl-2-(trifluoromethyl)-4-pentenoate;

Chemical Property of ETHYL 2-HYDROXY-2-(TRIFLUOROMETHYL)-4-METHYLPENT-4-ENOATE 97

Chemical Property:

• Boiling Point: 243.1 °C at 760 mmHg
• Flash Point: 100.8 °C
• PSA: 46.53000
• Density: 1.194 g/cm³
• LogP: 1.80910

Purity/Quality:

98%Min ^*data from raw suppliers

Ethyl2-Hydroxy-2-(trifluoromethyl)-4-methylpent-4-enoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ETHYL 2-HYDROXY-2-(TRIFLUOROMETHYL)-4-METHYLPENT-4-ENOATE 97

There total 10 articles about ETHYL 2-HYDROXY-2-(TRIFLUOROMETHYL)-4-METHYLPENT-4-ENOATE 97 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: 89.0%

isobutene (115-11-7,15220-85-6) → ethyl 2-hydroxy-4-methyl-2-(trifluoromethyl)-4-pentenoate (217195-91-0)

Guidance literature:

ethyl-3,3,3-trifluoropyruvate; With iron(III) chloride; In dichloromethane; at -10 ℃; for 1h;

isobutene; In dichloromethane; at -50 - -40 ℃;

Reference yield: 73.0%

2-methyl-3-bromo-1-propene (1458-98-6) + ethyl-3,3,3-trifluoropyruvate (13081-18-0) → ethyl 2-hydroxy-4-methyl-2-(trifluoromethyl)-4-pentenoate (217195-91-0)

Guidance literature:

2-methyl-3-bromo-1-propene; With manganese; zinc(II) chloride; In tetrahydrofuran; for 0.5h; Heating / reflux;

In tetrahydrofuran; at 20 ℃; for 24.5h; Heating / reflux;

ethyl-3,3,3-trifluoropyruvate;

Reference yield: 61.0%

ethyl-3,3,3-trifluoropyruvate (13081-18-0) + 2-methylallylmagnesium chloride (5674-01-1) → ethyl 2-hydroxy-4-methyl-2-(trifluoromethyl)-4-pentenoate (217195-91-0)

Guidance literature:

In tetrahydrofuran; at -65 - 20 ℃; Inert atmosphere;

DOI:10.1021/jm100751q

upstream raw materials:

ethyl-3,3,3-trifluoropyruvate

2-methyl-3-bromo-1-propene

2-methyl-1-propenylbromide

(1-methylallyl)magnesium chloride

Downstream raw materials:

4-(5-fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanoic acid ethyl ester

C₂₇H₂₄F₆N₂O₅S

2-hydroxy-4-(5-fluoro-2-methoxyphenyl)-4-methyl-2-trifluoromethyl-pentanol

4-[4-(5-fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-trifluoromethylpentyl]benzaldehyde

Refernces

• 1、 Betageri, Raj,Gilmore, Thomas,Kuzmich, Daniel,Kirrane, Thomas M.,Bentzien, J?rg,Wiedenmayer, Dieter,Bekkali, Younes,Regan, John,Berry, Angela,Latli, Bachir,Kukulka, Alison J.,Fadra, Tazmeen N.,Nelson, Richard M.,Goldrick, Susan,Zuvela-Jelaska, Ljiljana,Souza, Don,Pelletier, Josephine,Dinallo, Roger,Panzenbeck, Mark,Torcellini, Carol,Lee, Heewon,Pack, Edward,Harcken, Christian,Nabozny, Gerald,Thomson, David S.. "Non-steroidal dissociated glucocorticoid agonists: Indoles as A-ring mimetics and function-regulating pharmacophores". scheme or table. p. 6842 - 6851. Retrieved 2011/12/22.
• 2、 -. "GLUCOCORTICOID MIMETICS, METHODS OF MAKING THEM, PHARMACEUTICAL COMPOSITIONS, AND USES THEREOF". Page/Page column 62-63. . Retrieved 2009/12/28.