ChemicalBook CAS DataBase List 4-(Trifluoromethyl)benzylamine

4-(Trifluoromethyl)benzylamine synthesis

12synthesis methods

Product Name:4-(Trifluoromethyl)benzylamine
CAS Number:3300-51-4
Molecular formula:C8H8F3N
Molecular Weight:175.15

Benzene, 1-(azidomethyl)-4-(trifluoromethyl)-

222716-19-0
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Yield:3300-51-4 93%

Reaction Conditions:

with 1-phenylphospholane-1-oxide;1,3-diphenyl-disiloxane in tetrahydrofuran at 23; for 24 h;Staudinger Azide Reduction;Reagent/catalyst;Solvent;

Steps:

Additive-Free Catalytic Staudinger Reduction at Ambient Temperature; General Procedure

General procedure: To a 2-dram vial equipped with a stir bar were added all solid reagents(azide: 0.25 mmol, 1.0 equiv), 1a (4.5 mg, 0.025 mmol, 0.1equiv), THF (1 mL), all liquid reagents (azide: 0.25 mmol, 1.0 equiv),and then DPDS (57.5 mg, 0.25 mmol, 1.0 equiv). The reaction flaskwas sealed with a PTFE septum in the screwcap and the mixture wasstirred at 23 °C for 24 h. The mixture was diluted with acetone andthe vessel was washed with acetone (7.5 mL); this mixture was loadeddirectly onto silica gel (200 mg). Purification by flash column chromatography(EtOAc/hexanes, 40:60 with 1.5-5% Et3N) afforded amine products 4.

References:

Buonomo, Joseph A.;Cole, Malcolm S.;Eiden, Carter G.;Aldrich, Courtney C. [Synthesis,2020,vol. 52,# 23,p. 3583 - 3594]

455-19-6 Synthesis