(+/-)-1-<2,5-Dimethoxy-4-(2-fluoroethyl)phenyl>-2-trifluoroacetamidopropane

Base Information

• Chemical Name: (+/-)-1-<2,5-Dimethoxy-4-(2-fluoroethyl)phenyl>-2-trifluoroacetamidopropane
• CAS No.: 121649-07-8
• Molecular Formula: C₁₅H₁₉F₄NO₃
• Molecular Weight: 337.314
• Mol file: 121649-07-8.mol

Synonyms:(+/-)-1-<2,5-Dimethoxy-4-(2-fluoroethyl)phenyl>-2-trifluoroacetamidopropane

Chemical Property of (+/-)-1-<2,5-Dimethoxy-4-(2-fluoroethyl)phenyl>-2-trifluoroacetamidopropane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-1-<2,5-Dimethoxy-4-(2-fluoroethyl)phenyl>-2-trifluoroacetamidopropane

There total 11 articles about (+/-)-1-<2,5-Dimethoxy-4-(2-fluoroethyl)phenyl>-2-trifluoroacetamidopropane 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: 75.0%

(+/-)-1-<2,5-Dimethoxy-4-(2-tosyloxyethyl)phenyl>-2-trifluoroacetamidopropane (121649-10-3) → (+/-)-1-<2,5-Dimethoxy-4-(2-fluoroethyl)phenyl>-2-trifluoroacetamidopropane (121649-07-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h; under 11250900 Torr;

DOI:10.1016/0022-1139(96)03417-3

Reference yield: 55.0%

(+/-)-1-<2,5-Dimethoxy-4-(2-tosyloxyethyl)phenyl>-2-trifluoroacetamidopropane (121649-10-3) → (+/-)-1-<2,5-Dimethoxy-4-(ethen)phenyl>-2-trifluoroacetamidopropane (121649-08-9) + (+/-)-1-<2,5-Dimethoxy-4-(2-fluoroethyl)phenyl>-2-trifluoroacetamidopropane (121649-07-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.5h; Heating;

DOI:10.1016/S0040-4039(00)82391-6

Reference yield:

2-(2,5-dimethoxyphenyl)ethanol (7417-19-8) → (+/-)-1-<2,5-Dimethoxy-4-(2-fluoroethyl)phenyl>-2-trifluoroacetamidopropane (121649-07-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) sodium hydride / 1.) THF, reflux, 16 h, 2.) THF, 0 deg C, 15 min, 20 deg C, 10 h

2: 24 percent / POCl₃ / 0.17 h / 100 °C

3: 70 percent / NH₄OAc / 2 h / 100 °C

4: 95 percent / aluminium hydride, 100percent H₂SO₄ / tetrahydrofuran / 0 deg C, 20 deg C 1 h followed 30 min reflux

5: 57 percent / TMSCl, Et₃N, TMSI / CH₂Cl₂; CHCl₃

6: 89 percent / Et₃N / diethyl ether / 1 h / 0 - 35 °C

7: 96 percent / pyridine / 12 h / 0 °C

8: 55 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / Heating

With pyridine; aluminium hydride; chloro-trimethyl-silane; trimethylsilyl iodide; sulfuric acid; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; trichlorophosphate; ammonium acetate; In tetrahydrofuran; diethyl ether; dichloromethane; chloroform;

DOI:10.1016/S0040-4039(00)82391-6

upstream raw materials:

(+/-)-1-<2,5-Dimethoxy-4-(2-tosyloxyethyl)phenyl>-2-trifluoroacetamidopropane

(+/-)-1-<2,5-Dimethoxy-4-(2-hydroxyethyl)phenyl>-2-trifluoroacetamidopropane

2-(2,5-dimethoxyphenyl)ethanol

4-bromo-2,5-dimethoxyphenylisopropylamine

Downstream raw materials:

4-(2-Fluoroethyl)-2,5-dimethoxyamphetamine

Refernces

• 1、 Gerdes, John M.,Mathis, Chester A.,Shulgin, Alexander T.. "SYNTHESIS OF 1--2-AMINOPROPANE: STUDIES RELATED TO (18)F-LABELED SEROTONIN RECEPTOR LIGANDS". . p. 6537 - 6540. Retrieved 2007/10/02.