1-(Trifluoroacetyl)-4-piperidinol

Base Information

• Chemical Name: 1-(Trifluoroacetyl)-4-piperidinol
• CAS No.: 93343-02-3
• Molecular Formula: C7H10 F3 N O2
• Molecular Weight: 197.1550096
• DSSTox Substance ID: DTXSID20579208
• Wikidata: Q82469660
• Mol file: 93343-02-3.mol

Synonyms:1-(TRIFLUOROACETYL)-4-PIPERIDINOL;93343-02-3;2,2,2-Trifluoro-1-(4-hydroxypiperidin-1-yl)ethanone;SCHEMBL5758149;DTXSID20579208;KTDQXDGUSKGKAP-UHFFFAOYSA-N;AKOS010227129;2,2,2-Trifluoro-1-(4-hydroxy-1-piperidinyl)-1-ethanone;2,2,2-Trifluoro-1-(4-hydroxypiperidin-1-yl)ethan-1-one

Chemical Property of 1-(Trifluoroacetyl)-4-piperidinol

Chemical Property:

• Boiling Point: 313.5±42.0 °C(Predicted)
• PKA: 14.33±0.20(Predicted)
• PSA: 40.54000
• Density: 1.387±0.06 g/cm3(Predicted)
• LogP: 0.46990
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 197.06636305
• Heavy Atom Count: 13
• Complexity: 196

Purity/Quality:

2,2,2-Trifluoro-1-(4-hydroxy-1-piperidinyl)-1-ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCC1O)C(=O)C(F)(F)F

Technology Process of 1-(Trifluoroacetyl)-4-piperidinol

There total 1 articles about 1-(Trifluoroacetyl)-4-piperidinol 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: 46.0%

4-HYDROXYPIPERIDINE (5382-16-1) + trifluoroacetic anhydride (407-25-0) → N-trifluoroacetyl-4-hydroxypiperidine (93343-02-3)

Guidance literature:

With triethylamine; In 1,4-dioxane; at 20 ℃; for 2h;

DOI:10.1021/jo800341k

Reference yield: 95.0%

N-trifluoroacetyl-4-hydroxypiperidine (93343-02-3) → 1-(trifluoroacetyl)-4-piperidone (65220-86-2)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃;

DOI:10.1021/jo800341k

Reference yield:

N-trifluoroacetyl-4-hydroxypiperidine (93343-02-3) → methyl (E)-4-(4-(((2,4-dichloro-6-hydroxybenzylidene)amino)oxy)-1-(2,2,2-trifluoroacetyl)piperidin-3-yl)benzoate

Guidance literature:

Multi-step reaction with 3 steps

1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 20 °C

2.1: hydrazine hydrate / dichloromethane; methanol / 20 °C

2.2: 1 h / 20 °C

3.1: palladium diacetate; 3-nitro-5-(trifluoromethyl)pyridin-2(1H)-one; silver trifluoroacetate / 12 h / 100 °C / Sealed tube

With 3-nitro-5-(trifluoromethyl)pyridin-2(1H)-one; di-isopropyl azodicarboxylate; palladium diacetate; silver trifluoroacetate; hydrazine hydrate; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1002/anie.202000632

upstream raw materials:

4-HYDROXYPIPERIDINE

trifluoroacetic anhydride

Downstream raw materials:

1-(trifluoroacetyl)-4-piperidone

Refernces