N-(4-fluorocinnamoyl)-2-hydroxy-2-trifluoromethyl-(3,4-methylenedioxyphenyl)ethylamine

Base Information

• Chemical Name: N-(4-fluorocinnamoyl)-2-hydroxy-2-trifluoromethyl-(3,4-methylenedioxyphenyl)ethylamine
• CAS No.: 286930-74-3
• Molecular Formula: C₁₉H₁₅F₄NO₄
• Molecular Weight: 397.326
• Mol file: 286930-74-3.mol

Synonyms:N-(4-fluorocinnamoyl)-2-hydroxy-2-trifluoromethyl-(3,4-methylenedioxyphenyl)ethylamine

Chemical Property of N-(4-fluorocinnamoyl)-2-hydroxy-2-trifluoromethyl-(3,4-methylenedioxyphenyl)ethylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-fluorocinnamoyl)-2-hydroxy-2-trifluoromethyl-(3,4-methylenedioxyphenyl)ethylamine

There total 4 articles about N-(4-fluorocinnamoyl)-2-hydroxy-2-trifluoromethyl-(3,4-methylenedioxyphenyl)ethylamine 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: 77.0%

(E)-3-(4-fluorophenyl)acryloyl chloride (13565-08-7) + 2-hydroxy-2-trifluoromethyl-(3,4-methylenedioxyphenyl)ethylamine (792895-22-8) → N-(4-fluorocinnamoyl)-2-hydroxy-2-trifluoromethyl-(3,4-methylenedioxyphenyl)ethylamine (286930-74-3)

Guidance literature:

With sodium carbonate; In diethyl ether; at 20 ℃; for 2h;

DOI:10.1002/jhet.5570370219

Reference yield:

(3,4-methylenedioxy)phenylmagnesium bromide (17680-04-5) → N-(4-fluorocinnamoyl)-2-hydroxy-2-trifluoromethyl-(3,4-methylenedioxyphenyl)ethylamine (286930-74-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 63 percent / tetrahydrofuran / 1 h / -70 °C

2: K₂CO₃ / 2 h / 20 °C

3: H₂ / Pd/C / methanol / 8 h / 20 °C / 5250.42 Torr

4: 77 percent / aq. Na₂CO₃ / diethyl ether / 2 h / 20 °C

With hydrogen; sodium carbonate; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; 1: Substitution / 2: Addition / 3: Catalytic hydrogenation / 4: Condensation;

DOI:10.1002/jhet.5570370219

Reference yield:

α,α,α-trifluoro-3,4-methylenedioxyacetophenone (102124-73-2) → N-(4-fluorocinnamoyl)-2-hydroxy-2-trifluoromethyl-(3,4-methylenedioxyphenyl)ethylamine (286930-74-3)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃ / 2 h / 20 °C

2: H₂ / Pd/C / methanol / 8 h / 20 °C / 5250.42 Torr

3: 77 percent / aq. Na₂CO₃ / diethyl ether / 2 h / 20 °C

With hydrogen; sodium carbonate; potassium carbonate; palladium on activated charcoal; In methanol; diethyl ether; 1: Addition / 2: Catalytic hydrogenation / 3: Condensation;

DOI:10.1002/jhet.5570370219

upstream raw materials:

(E)-3-(4-fluorophenyl)acryloyl chloride

2-hydroxy-2-trifluoromethyl-(3,4-methylenedioxyphenyl)ethylamine

(3,4-methylenedioxy)phenylmagnesium bromide

α,α,α-trifluoro-3,4-methylenedioxyacetophenone