5-((3,5-bis(trifluoromethyl)benzyloxy)methyl)-5-phenylpiperidin-2-one

Base Information

• Chemical Name: 5-((3,5-bis(trifluoromethyl)benzyloxy)methyl)-5-phenylpiperidin-2-one
• CAS No.: 1429045-50-0
• Molecular Formula: C₂₁H₁₉F₆NO₂
• Molecular Weight: 431.378
• Mol file: 1429045-50-0.mol

Synonyms:5-((3,5-bis(trifluoromethyl)benzyloxy)methyl)-5-phenylpiperidin-2-one

Chemical Property of 5-((3,5-bis(trifluoromethyl)benzyloxy)methyl)-5-phenylpiperidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-((3,5-bis(trifluoromethyl)benzyloxy)methyl)-5-phenylpiperidin-2-one

There total 7 articles about 5-((3,5-bis(trifluoromethyl)benzyloxy)methyl)-5-phenylpiperidin-2-one 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:

3-((3,5-bis(trifluoromethyl)benzyloxy)methyl)-3-phenylcyclopentanone (874375-74-3) → 5-((3,5-bis(trifluoromethyl)benzyloxy)methyl)-5-phenylpiperidin-2-one (1429045-50-0) + 4-((3,5-bis(trifluoro-methyl)benzyloxy)methyl)-4-phenylpiperidin-2-one (1429045-44-2)

Guidance literature:

With sodium azide; trifluoroacetic acid; In water; benzene; at 65 ℃; for 1h;

DOI:10.1016/j.bmc.2013.02.010

Reference yield:

methyl 2-phenyl-2-(prop-2-enyl)pent-4-enoate (242482-24-2) → 5-((3,5-bis(trifluoromethyl)benzyloxy)methyl)-5-phenylpiperidin-2-one (1429045-50-0) + 4-((3,5-bis(trifluoro-methyl)benzyloxy)methyl)-4-phenylpiperidin-2-one (1429045-44-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: Grubbs catalyst first generation / dichloromethane / 1 h / Reflux

2.1: lithium aluminium tetrahydride / diethyl ether / 0.5 h / 0 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 - 20 °C

4.1: borane-THF / tetrahydrofuran / 12 h / 0 - 20 °C

4.2: 0 - 20 °C

5.1: pyridinium chlorochromate / dichloromethane / 1.5 h / 20 °C / Molecular sieve

6.1: sodium azide; trifluoroacetic acid / water; benzene / 1 h / 65 °C

With Grubbs catalyst first generation; lithium aluminium tetrahydride; sodium azide; borane-THF; sodium hydride; pyridinium chlorochromate; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; benzene; 1.1: |Grubbs Olefin Metathesis / 6.1: |Schmidt Reaction;

DOI:10.1016/j.bmc.2013.02.010

Reference yield:

methyl 1-phenylcyclopent-3-ene-1-carboxylate (625128-15-6) → 5-((3,5-bis(trifluoromethyl)benzyloxy)methyl)-5-phenylpiperidin-2-one (1429045-50-0) + 4-((3,5-bis(trifluoro-methyl)benzyloxy)methyl)-4-phenylpiperidin-2-one (1429045-44-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium aluminium tetrahydride / diethyl ether / 0.5 h / 0 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 - 20 °C

3.1: borane-THF / tetrahydrofuran / 12 h / 0 - 20 °C

3.2: 0 - 20 °C

4.1: pyridinium chlorochromate / dichloromethane / 1.5 h / 20 °C / Molecular sieve

5.1: sodium azide; trifluoroacetic acid / water; benzene / 1 h / 65 °C

With lithium aluminium tetrahydride; sodium azide; borane-THF; sodium hydride; pyridinium chlorochromate; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; benzene; 5.1: |Schmidt Reaction;

DOI:10.1016/j.bmc.2013.02.010

upstream raw materials:

benzeneacetic acid methyl ester

methyl 2-phenyl-2-(prop-2-enyl)pent-4-enoate

methyl 1-phenylcyclopent-3-ene-1-carboxylate

(1-phenylcyclopent-3-enyl)methanol