Ethyl 4,4,4-trifluoro-3-(nitromethyl)butanoate

Base Information

• Chemical Name: Ethyl 4,4,4-trifluoro-3-(nitromethyl)butanoate
• CAS No.: 328-62-1
• Molecular Formula: C7H10F3NO4
• Molecular Weight: 229.1538
• NSC Number: 108522
• DSSTox Substance ID: DTXSID80296262
• Nikkaji Number: J1.904.765B
• Mol file: 328-62-1.mol

Synonyms:ethyl 4,4,4-trifluoro-3-(nitromethyl)butanoate;328-62-1;4,4,4-trifluoro-3-nitromethyl-butyric acid ethyl ester;NSC108522;SCHEMBL1262451;DTXSID80296262;NSC-108522

Chemical Property of Ethyl 4,4,4-trifluoro-3-(nitromethyl)butanoate

Chemical Property:

• Vapor Pressure: 0.0509mmHg at 25°C
• Boiling Point: 235.1°C at 760 mmHg
• Flash Point: 96°C
• Density: 1.293g/cm³
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 229.05619229
• Heavy Atom Count: 15
• Complexity: 235

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(C[N+](=O)[O-])C(F)(F)F

Technology Process of Ethyl 4,4,4-trifluoro-3-(nitromethyl)butanoate

There total 2 articles about Ethyl 4,4,4-trifluoro-3-(nitromethyl)butanoate 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: 98.0%

nitromethane (75-52-5) + ethyl 4,4,4-trifluorobut-2-enoate (25597-16-4,91600-34-9,406-10-0) → 4,4,4-trifluoro-3-(nitromethyl)butyric acid ethyl ester (328-62-1)

Guidance literature:

With N,N,N',N'-tetramethylguanidine; at 20 ℃; for 13h;

Reference yield: 98.0%

nitromethane (75-52-5) + ethyl 4,4,4-trifluorocrotonate (25597-16-4) → 4,4,4-trifluoro-3-(nitromethyl)butyric acid ethyl ester (328-62-1)

Guidance literature:

With N,N,N',N'-tetramethylguanidine; at 20 ℃; for 13h; Inert atmosphere;

Reference yield:

4,4,4-trifluoro-3-(nitromethyl)butyric acid ethyl ester (328-62-1) → 4,4,4-trifluoro-3-[3-(3-trifluoromethyl-phenyl)-piperidin-1-ylmethyl]-butyric acid ethyl ester (1602924-00-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide; water / tetrahydrofuran / 0.33 h / Inert atmosphere; Cooling with ice

1.2: 0.33 h / Inert atmosphere

2.1: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 13 h / 20 °C / Inert atmosphere

With water; sodium tris(acetoxy)borohydride; acetic acid; potassium hydroxide; In tetrahydrofuran; dichloromethane;

upstream raw materials:

nitromethane

ethyl 4,4,4-trifluorobut-2-enoate

ethyl 4,4,4-trifluorocrotonate

Downstream raw materials:

4-(trifluoromethyl)pyrrolidin-2-one

4,4,4-trifluoro-3-[(R)-2-(3-trifluoromethyl-phenyl)-morpholin-4-ylmethyl]-butyric acid ethyl ester

4,4,4-trifluoro-3-[(R)-2-(3-trifluoromethylphenyl)-morpholin-4-ylmethyl]-butyric acid

(S)-N-(4-chloro-3-fluoro-phenyl)-4,4,4-trifluoro-3-[(R)-2-(3-trifluoromethyl-phenyl)-morpholin-4-ylmethyl]-butyramide

Refernces

• 1、 -. "SUBSTITUTED CARBAMATE COMPOUNDS AND THEIR USE AS TRANSIENT RECEPTOR POTENTIAL (TRP) CHANNEL ANTAGONISTS". Paragraph 0117. . Retrieved 2014/05/07.
• 2、 -. "DIPEPTIDYL PEPTIDASE-IV INHIBITING COMPOUNDS, METHODS OF PREPARING THE SAME, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME AS AN ACTIVE AGENT". Page/Page column 20-21. . Retrieved 2010/11/24.