ChemicalBook CAS DataBase List 9H-FLUOREN-9-AMINE

9H-FLUOREN-9-AMINE synthesis

11synthesis methods

Product Name:9H-FLUOREN-9-AMINE
CAS Number:525-03-1
Molecular formula:C13H11N
Molecular Weight:181.23

486-25-9 Synthesis

486-25-9
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$5.00/25g

525-03-1
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$20.00/250mg

Yield: 70%

Reaction Conditions:

with [pentamethylcyclopentadienyl*Ir(N-phenyl-2-pyridinecarboxamidate)Cl];ammonium formate in methanol at 37; for 24 h;chemoselective reaction;

Steps:

General Procedure for Reductive Amination of Carbonyls - Isolated Product
General procedure: A carbonyl compound (0.5 mmol) and Ir1 (1 mol%) were added to a 1.5-dram vial equippedwith a magnetic stir bar in methanol (2.5 mL). Solid HCOONH4 (5 mmol, 10 equiv.) was addedinto the vial and the solution was stirred at 37 °C for 15 h. The solvent was evaporated underreduced pressure and then aqueous HCl was added dropwise until a pH of 1-2 was obtained. Thesolution was washed with Et2O (3×5 mL), and the aqueous layer was collected. The aqueoussolution was adjusted to pH 10-12 using KOH. The product was extracted into DCM (3×5 mL)and the combined organic phase was dried over Na2SO4, filtered, and evaporated under reducedpressure to give the isolated product.

References:

Nguyen, Dat P.;Sladek, Rudolph N.;Do, Loi H. [Tetrahedron Letters,2020,vol. 61,# 32,art. no. 152196] Location in patent:supporting information