ethyl 4-(4-bromo-2,5-difluorophenyl)-4-hydroxy-1-piperidinecarboxylate

Base Information

• Chemical Name: ethyl 4-(4-bromo-2,5-difluorophenyl)-4-hydroxy-1-piperidinecarboxylate
• CAS No.: 122858-43-9
• Molecular Formula: C₁₄H₁₆BrF₂NO₃
• Molecular Weight: 364.187
• Mol file: 122858-43-9.mol

Synonyms:ethyl 4-(4-bromo-2,5-difluorophenyl)-4-hydroxy-1-piperidinecarboxylate

Chemical Property of ethyl 4-(4-bromo-2,5-difluorophenyl)-4-hydroxy-1-piperidinecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4-(4-bromo-2,5-difluorophenyl)-4-hydroxy-1-piperidinecarboxylate

There total 1 articles about ethyl 4-(4-bromo-2,5-difluorophenyl)-4-hydroxy-1-piperidinecarboxylate 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:

1,4-dibromo-2,5-difluorobenzene (327-51-5) + N-ethoxycarbonyl-4-piperidone (29976-53-2) → ethyl 4-(4-bromo-2,5-difluorophenyl)-4-hydroxy-1-piperidinecarboxylate (122858-43-9)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) ethyl ether, hexane, -75 deg C, 2.) ethyl ether, hexane, -50 deg C, 30 min;

DOI:10.1021/jm00066a005

Reference yield: 80.0%

ethyl 4-(4-bromo-2,5-difluorophenyl)-4-hydroxy-1-piperidinecarboxylate (122858-43-9) → 4-(4-bromo-2,5-difluorophenyl)-1-(ethoxycarbonyl)-1,2,3,6-tetrahydropyridine (122858-42-8)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 16h; Heating;

DOI:10.1021/jm00066a005

Reference yield:

ethyl 4-(4-bromo-2,5-difluorophenyl)-4-hydroxy-1-piperidinecarboxylate (122858-43-9) → 4-(1-acetyl-4-piperidinyl)-2,5-difluorobenzoic acid (122858-14-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 80 percent / p-toluenesulfonic acid / toluene / 16 h / Heating

2: 63.5 percent / dimethylformamide / 20 h / Heating

3: 9.95 g / 6N HCl / 23 h / Heating

4: 77 percent / 0.75 h / Heating

5: 97 percent / H₂ / 10percent Pd/C / acetic acid / 0.1 h / 30 °C / 2585.7 Torr

With hydrogenchloride; hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In acetic acid; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00066a005

upstream raw materials:

1,4-dibromo-2,5-difluorobenzene

N-ethoxycarbonyl-4-piperidone

Downstream raw materials:

4-(4-bromo-2,5-difluorophenyl)-1-(ethoxycarbonyl)-1,2,3,6-tetrahydropyridine

4-(1-acetyl-1,2,3,6-tetrahydro-4-pyridinyl)-2,5-difluorobenzoic acid

4-(1-acetyl-4-piperidinyl)-2,5-difluorobenzoic acid

ethyl 4-(4-cyano-2,5-difluorophenyl)-1,2,3,6-tetrahydro-1-pyridinecarboxylate